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1818 S Pollock Way, Middletown
$535,000
3 Beds ⋅ 4 Baths
Welcome to 1818 S Pollock Way, where comfort, care and community come together beautifully in the heart of the highly sought-after Village of Bayberry neighborhood. This immaculately maintained 3-bedroom, 2 full and 2 half baths carriage home has been lovingly cared for and thoughtfully upgraded, offering the perfect blend of warmth, modern convenience, and inviting spaces designed for everyday living and memorable gatherings. From the moment you arrive, there is a sense that this home has been exceptionally well cared for. Inside, the atmosphere is bright, welcoming, and comfortable, with two gathering spaces that feel both elegant and easy to live in. Enhanced by beautiful ¾-inch solid oak hardwood flooring and recessed lighting that adds a soft and elegant glow throughout the home. The home also features a whole-home audio system controlled right from your mobile device—perfect for setting the mood whether you're entertaining guests or simply enjoying a quiet evening at home. The kitchen, which includes classic subway tile backsplash, blends style with smart functionality and has been recently enhanced with a Wi-Fi controlled Bosch dishwasher and GE Profile electric range. For those who prefer cooking with gas, a gas line is already in place for easy conversion. Under-cabinet LED lighting adds both efficiency and ambiance. Upstairs you will find the spacious owner’s suite offers a peaceful retreat at the end of the day. Designed with comfort and practicality in mind, it features a generous walk-in closet and a well-appointed ensuite bath complete with dual sinks, a walk-in shower, and plenty of room to start and end your day with ease. The additional bedrooms are equally welcoming and offer ample closet space, making them perfect for guests or choose one for a home office. The finished basement has new carpet, fresh paint, and durable luxury vinyl plank flooring with 9-foot ceiling. An entertainer’s dream, a fully equipped theater room awaits movie nights and game days, complete with an Epson 3D projector, impressive 107-inch screen, Denon receiver, full surround sound system, and all theater furnishings included—creating a true cinematic experience right at home. The adjacent home gym features a treadmill, workout bench, and equipment /cart, making it easy to stay active without ever leaving the comfort of home. Step outside and the inviting atmosphere continues. The deck/patio creates a beautiful outdoor retreat ideal for relaxing evenings or weekend gatherings. The sale includes all patio furniture, umbrella, Weber grill, and a rock speaker integrated with the home’s sound system. This home also offers peace of mind thanks to meticulous maintenance and proactive care. The garage door system and HVAC system were both recently professionally serviced. A Delaware Energy home inspection was completed and passed in August 2025. The lawn has already been cared for this year which included fertilization, grub control, aeration, and overseeding—ensuring the outdoor spaces remain lush and vibrant. Additional services will be available throughout 2026. Living in the Village of Bayberry means becoming part of a thriving and welcoming community. Enjoy mornings on scenic walking trails, afternoons in nearby playgrounds, and evenings gathering with neighbors in beautiful green spaces. Just minutes from the growing Bayberry Town Center, schools, major commuting routes, and Middletown’s shops and restaurants, this location offers both tranquility and convenience. Check out all the amenities this wonderful community provides. Homes that combine care, thoughtful upgrades, energy-efficient touches, and a true sense of pride in ownership rarely stay available for long. 1818 S Pollock Way offers an opportunity to move into a home that feels established, welcoming, and ready for its next chapter—one that a lucky new owner will be proud to call their own. Schedule your tour today!

1818 S Pollock Way, Middletown

Listing courtesy of Bryan Realty Group. Contact:

Selling Office: RE/MAX Advantage Realty.

230 Anglesey Dr, Middletown
$535,000
2 Beds ⋅ 3 Baths
Welcome to 230 Anglesey Drive, a stunning home where luxury and thoughtful design meet everyday comfort. Step inside and be greeted by soaring 9-foot ceilings and rich 6-inch hardwood planks that flow throughout the main living areas, setting the tone for the elegance that awaits within. The open-concept floor plan creates a seamless transition between living, dining, and entertaining spaces, anchored by a warm gas fireplace and framed with timeless plantation shutters. At the heart of the home lies a chef-inspired kitchen, beautifully appointed with porcelain backsplash, quartzite countertops, and a striking 8.5-foot island perfect for gathering. GE stainless steel gas appliances – including an electric wall oven, built-in microwave, and full gas stove – ensure that both cooking and hosting are effortless. This home offers two spacious bedrooms along with a sophisticated office featuring designer grass cloth wallpaper, easily transformable into a third bedroom if desired. The primary suite is a true retreat with a dramatic trey ceiling and a spa-like bath showcasing a floating vanity, walk-in porcelain shower with mother-of-pearl accents, brushed gold fixtures, complemented by an anti-steam mirror with a mini heater above the shower. A custom-built linen closet adds both convenience and luxury. Two additional full bathrooms provide convenience and style for guests and family alike. A laundry room off the primary bedroom includes a Maytag washer and dryer (gas). The living space extends into the finished, wide-open basement, offering incredible flexibility with its own full bath and endless possibilities for recreation, hobbies, or guest accommodations. Storage is thoughtfully integrated throughout the home, complemented by modern recessed LED lighting and a tank-less Noritz water heater that ensures energy efficiency and endless comfort as well as a whole house water purifier and whole house blue light air filtration. Leading to the outside is a tinted sliding glass door, a fenced-in backyard invites relaxation and entertaining with a covered, composite deck – your private outdoor oasis with a whole yard irrigation system. An attached two-car garage completes this exceptional home and adds everyday practicality. Located in the 55+ section of the Preserve at Deep Creek known as Legacy, homeowners enjoy exclusive access to the 55+ pool, clubhouse, and fitness center, plus full use of community-wide amenities. While only two streets are age-restricted, all residents in Legacy enjoy shared benefits, with added exclusivity reserved for 55+ homeowners. Commuting and convenience are effortless thanks to the home’s central location – with quick access to I-95, Route 1, Delaware and New Jersey beaches, shopping, dining, and the bonus of tax-free retail in Delaware. With its blend of luxury finishes, modern comforts, and flexible living spaces, 230 Anglesey Drive offers the perfect home for your next chapter.

230 Anglesey Dr, Middletown

Listing courtesy of Keller Williams Real Estate - West Chester. Contact:

Selling Office: Compass.

1909 Gladys St, Middletown
$535,000
4 Beds ⋅ 3 Baths
Huge price drop and ready to sell!! Welcome to 1909 Gladys Street in the highly sought-after Town of Whitehall! Whitehall is a community that offers fantastic amenities, quality craftsmanship, and a warm welcome. This home's wow factor is abundant, from the curb appeal outside to the model home vibes inside. You will notice the beautiful landscaping and striking deep blue hardi-plank siding as you approach the home. Get ready to decorate the charming front porch for every season! Upon entering the front door, you will be greeted with a large living room to your right and a den to your left, which can be used for various purposes. The foyer, bathrooms, and kitchen have hardwood flooring, which gives the home a warm and welcoming feel. Moving forward, you will pass a hall closet and powder room and enter the main living space with an open floor concept. The kitchen is equipped with a large island, stainless appliances, beautiful 42" white cabinetry, and granite countertops. The family room and dining room are just off the kitchen. This model features a first-floor primary bedroom with double closets and en-suite bathroom, which includes a double sink vanity and a stand-up shower with glass doors. The laundry room is also on the main level, with tile flooring and access to the backyard and the garage. The massive garage can easily accommodate two large vehicles and provide ample storage space (including overhead storage). Upstairs, (iron balusters on the staircase) you will find an extra large loft perfect for various purposes, three spacious bedrooms, and a full bathroom! The unfinished basement is a vast space with an egress window, providing endless customization possibilities. The backyard has a brand-new vinyl fence, and the light fixtures and ceiling fans were just installed throughout the home. 1909 Gladys St. has a tree-lined view in the backyard and is tucked away in the neighborhood for extra privacy. A couple of NEW updates include new carpet in the lower level and fresh paint in several rooms and bathrooms. This home is conveniently located near the recreation center, where you can enjoy various activities such as Zumba, yoga, and self-defense classes. Additionally, the chiropractor, Christiana Care, and Wellness Center are located on-site. Lorewood Grove Elementary is within walking distance, and many shops have just opened and are coming soon! Convenience is just outside your door.

1909 Gladys St, Middletown

Listing courtesy of Crown Homes Real Estate. Contact:

Selling Office: House of Real Estate.

2216 Winchelsea Pkwy, Middletown
$534,990
3 Beds ⋅ 3 Baths
Move-in Ready Discover the perfect blend of comfort and sophistication at 2216 Winchelsea Parkway, featuring the 3-bedroom, 2.5-bath Carson floorplan. A gourmet kitchen overlooking the great room with a fireplace creates a warm and inviting centerpiece for daily living and entertaining. Boasting sleek Carrara Breve quartz countertops, modern white cabinetry, stainless steel appliances, a 3x6 fawn gloss backsplash, and a gas cooktop with wall oven, this kitchen is a chef’s dream! The first-floor owner’s suite offers privacy and convenience, while upstairs, a versatile loft connects two secondary bedrooms with a Jack and Jill bath—ideal for family or guests. Thoughtful design continues outdoors with a composite deck, providing a seamless extension of your living space. Every detail of this home is crafted to enhance both style and function. Schedule your private tour today! About Venue at Winchelsea: Amenities include a 5,400 sq. ft. clubhouse offering a BYOB sports bar, fitness center, multi-purpose room, kitchen, library, billiards, and more. Outdoor amenities include tennis, pickleball, community gardens, a pool, pavilion, dog park, and additional recreational options. *Pictures of a similar model home and for representational purposes only. Please see New Home Consultant for details. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. * For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.

2216 Winchelsea Pkwy, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: Non Subscribing Office.

705 Pinewood Dr, Middletown
$534,000
4 Beds ⋅ 3 Baths
Welcome to 705 Pinewood Drive, a well-maintained colonial nestled in the sought-after Longmeadow community. Offering approximately 2,200 square feet of above-grade living space, this 4-bedroom, 2.5-bath home features a traditional floor plan designed for both comfortable everyday living and entertaining. Situated on a level, 0.44-acre fenced lot, the property offers exceptional outdoor space for entertaining, recreation, gardening, or simply relaxing in your own backyard. Inside, you'll find hardwood flooring throughout the main level, new carpeting on the second floor, updated flooring in both full bathrooms, and a kitchen that has been tastefully refreshed. An unfinished basement provides excellent storage and offers the opportunity to create additional living space to suit your needs, while the rear deck is the perfect place to enjoy the peaceful backyard setting. Ideally located in the highly regarded Appoquinimink School District, this home is just minutes from shopping, dining, parks, and major commuter routes, offering the perfect balance of neighborhood living and everyday convenience. If you're looking for a well-maintained home in an established community with generous indoor and outdoor living space, 705 Pinewood Drive is ready to welcome you.

705 Pinewood Dr, Middletown

Listing courtesy of RE/MAX Associates - Newark. Contact:

Selling Office: Keller Williams Realty.

4492 Jade Ct, Middletown
$532,500
4 Beds ⋅ 3 Baths
Offering 2% off your interest rate for the first year of your mortgage! Welcome to 4492 Jade Court, where a complete interior and exterior renovation meets an exceptional private backyard retreat. Situated on a generous .55-acre lot, this truly move-in-ready home offers 4 bedrooms, 2.5 bathrooms, approximately 2,200 square feet of finished living space, and an extensive list of major improvements. The exterior has been completely refreshed with a new architectural-shingle roof, brand-new vinyl siding, new gutters and shutters, and all-new double-hung, double-pane replacement windows. The fully fenced backyard is designed for both relaxation and entertaining, featuring an impressive 40-by-20-foot in-ground pool with a diving board and slide, a spacious concrete entertaining area, and a gazebo that conveys with the property. A matching storage shed provides additional convenience, while the brand-new two-level deck creates multiple outdoor living spaces overlooking the private backyard. Inside, beautifully refinished original hardwood floors add warmth and character throughout the main living areas. The completely renovated kitchen features quartz countertops, brand-new stainless-steel appliances, a true exterior-vented range hood, and a center island with overhang seating. A new sliding glass door provides direct access from the kitchen to the lower deck, making indoor-outdoor entertaining effortless. The entry level includes a primary bedroom with an en-suite full bathroom and its own private exterior access to the backyard. The main living area is highlighted by a natural wood-burning stove, creating a warm and inviting setting for colder evenings. Upstairs, you will find three additional bedrooms and a second full bathroom. One of the upper-level bedrooms offers direct access to the bathroom and could serve as an additional primary bedroom. A second new sliding glass door opens onto the upper deck, where you can enjoy elevated views of the pool and backyard. The fully finished lower level adds even more versatile living space with brand-new vinyl plank flooring, a convenient half bathroom, and walkout access to the exterior. Additional improvements include new recessed lighting throughout and a brand-new HVAC system. With the major systems, exterior, interior finishes, kitchen, bathrooms, windows, decks, and outdoor entertaining areas already completed, this home is the definition of move-in ready. Simply unpack, settle in, and enjoy your beautifully renovated home and private backyard oasis.

4492 Jade Ct, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

3223 Rye Harbour Way, Middletown
$531,500
2 Beds ⋅ 3 Baths
*MOVE IN READY* Introducing the 3223 Rye Harbour Way, the Tuscany, a beautifully appointed home offering 1,778 square feet of thoughtfully designed living space, plus a finished basement with full bathroom for plenty of storage and extra living space. This elegant residence blends open-concept living with private retreats, perfect for both everyday comfort and entertaining. The main level features a spacious family room anchored by a cozy gas fireplace, flowing seamlessly into the dining area and gourmet kitchen complete with upgraded quartz countertops, stylish backsplash, premium cabinetry, and stainless-steel appliances. A dedicated home office provides the ideal space for remote work or quiet study. The luxurious owner’s suite offers a spa-like bath and his and her closets, while a secondary bedroom and full bath add flexibility for guests or family. Expanding the living space, the home includes a stunning sunroom extension with ample windows and a high ceiling that fills the interior with natural light and opens to a composite deck, perfect for relaxing or entertaining outdoors. Additional highlights include a 2-car garage, convenient first-floor laundry, upgraded flooring throughout - all in a beautifully crafted home designed to fit your lifestyle. To top it off, this community offers a stunning 5,400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Relax and enjoy the peace of mind that your lawncare, snow removal, and trash/recycle are all taken care of for you. To top it off, this community offers a stunning 5,400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Relax and enjoy the peace of mind that your lawncare, snow removal, and trash/recycle are all taken care of for you. *Prices, dimensions, and features may vary and are subject to change. Photos are for illustrative purposes only and are of model home. See sales team for final options included. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.*

3223 Rye Harbour Way, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: Century 21 Emerald.

22 E Green St, Middletown
$530,000
3 Beds ⋅ 2 Baths
Welcome home to this beautifully maintained custom-built 3-bedroom duplex in the heart of highly sought-after Middletown, Maryland. Designed with quality and efficiency in mind, this exceptional home features durable 2x6 exterior wall construction, higher R-value insulation, a 2025 installed heat pump and air conditioning system, and a long-lasting 40-year roof. Enjoy the charm of small-town living from the inviting covered front porch or relax on the rear patio complete with a sunshade awning—perfect for entertaining or enjoying quiet evenings outdoors. Inside, you’ll find thoughtful upgrades throughout, including custom cherry kitchen cabinetry, hardwood flooring, tile-surround showers, recessed lighting, ceiling fans, crown molding, and an elegant tray ceiling. Bay windows fill the home with natural light, while entry-level bedrooms and laundry provide convenient one-level living options. The location is truly unmatched. Situated within walking distance of Middletown Elementary, Middle, and High Schools, Middletown Park, the brand-new public library, and the shops and restaurants of downtown Middletown, you’ll enjoy easy access to everything the community has to offer. Leave the parking worries behind and stroll to Heritage Days celebrations, holiday parades, local events, and evenings out on the town. Combining quality construction, modern efficiency, and an unbeatable walkable location, this home offers the perfect blend of comfort, convenience, and timeless appeal.

22 E Green St, Middletown

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

27 E Minglewood Dr, Middletown
$530,000
4 Beds ⋅ 4 Baths
This traditional 4-bedroom, 3.5-bath home in Middletown offers the perfect blend of space, comfort, and convenience. Spacious bedrooms, multiple living areas, and a functional layout make this home ideal for everyday living. Step outside to enjoy the inviting paver patio—perfect for outdoor dining, gatherings, or quiet evenings—and a convenient storage shed for all your tools and seasonal items. Featuring a beautifully finished basement, this home provides plenty of room for entertaining, relaxing, or creating the ultimate recreation space and includes a dedicated office, ideal for working from home or managing daily tasks with ease. Some updates within the home have been a new roof and windows (2018), tankless water heater, granite countertops, upgraded recessed lighting, and so much more! Located just minutes from local schools, shopping, dining, and major commuter routes, this home combines suburban charm with everyday convenience. Don’t miss the opportunity to make this exceptional property your next home!

27 E Minglewood Dr, Middletown

Listing courtesy of Iron Valley Real Estate at The Beach. Contact:

Selling Office: EXP Realty, LLC.

107 Seventh St, Middletown
$530,000
3 Beds ⋅ 2 Baths
MODEL HOME FOR SALE! You'll love the Onyx ranch floor plan! Just off the entry, you'll find two secondary bedrooms flanking a full bath. Toward the back of the home, there's a spacious open great room with an electric fireplace set in a tiled wall, a dining area with built-in cabinetry, a convenient tech center and a covered patio. The kitchen offers a wide center island, a built-in pantry, luxury vinyl plank flooring and gray cabinets. You'll love the inviting primary suite, complete with roomy walk-in closet and an attached bath with a barn door. An unfinished basement is also included. Estimates October settlement. Buyer can purchase model furnishings for additional price. Middletown Place is conveniently located just 15 minutes from Winchester and is a must see for house hunters in the Shenandoah Valley! Located directly off Valley Pike, residents will enjoy easy access to I-81 and I-66, as well as shopping and dining options throughout Frederick County. The outdoor recreation options are endless, Allegany and Blue Ridge Mountains, Shenandoah River and many more! Model is OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment.

107 Seventh St, Middletown

Listing courtesy of LPT Realty, LLC. Contact:

Selling Office: Trademark Realty, Inc.

195 Magnolia Dr, Middletown
$530,000
4 Beds ⋅ 3 Baths
** $15,000 Builder Incentive offered on single and semi-detached homes, thru 7/15/26 ** The home you have been admiring is now available! There are so many beautiful features in this Woodland Hills model home and they can be yours without the wait time of a new home build. The Osprey model has 2,898 sq ft with 4 bedrooms and two and a half bathrooms. With ample storage and counter space, the kitchen will be where the family and guests will want to gather. The beautiful granite counters, oversized island and under-cabinet lighting are a few of the custom features that you will enjoy. Soak up the sun all year round in the 12x14 sunroom that is situated just off the great room area. A gas fireplace and built-in bookshelves are the natural focal point of the living room area. Also on the 1st floor is the flex room, study, laundry room, powder room and a mudroom area with a bench seat, coat hooks and lockers. The second floor has 4 larger bedrooms and 2 bathrooms. The master bath, with it's ceramic tile floor, tiled shower and soaking tub, will be your place to retreat and pamper yourself at the end of the day. The hall bath has a tub/shower. The unfinished basement features 9' poured concrete walls, insulated walls, and an egress window which gives it great finishing potential! You also have the convenience of a central vac system. This home is situated on a corner homesite and has easy access to Vine Street and I-283. Although loaded with custom features, this home is priced well below replacement cost.

195 Magnolia Dr, Middletown

Listing courtesy of A' La Carte Realty Services LLC. Contact:

Selling Office: Coldwell Banker Realty.

111 Trupenny Turn, Middletown
$525,000
4 Beds ⋅ 3 Baths
** BACK ON THE MARKET THROUGH NO FAULT OF THE SELLER! ** A fresh opportunity for the next buyer to call this home their own! ** Welcome to this 4-bedroom, 2.5-bath home in the Appoquinimink School District, located in the sought-after Longmeadow neighborhood. A two-story foyer creates a welcoming first impression, while fresh landscaping and a spacious backyard with a paver patio create an inviting outdoor setting, with French doors leading directly off the kitchen for easy everyday living. Inside, you’ll find bright, neutral paint throughout much of the home, LVP flooring across the main level, along with a comfortable family room featuring hardwood floors, cathedral ceilings, and a gas fireplace. The kitchen offers a functional layout with a breakfast area, island, stainless steel appliances, and gas stove, opening to a dining/living room combination. A first-floor laundry/mudroom adds convenience just off the 2-car turned garage. Hardwood stairs lead to the upper level, where the primary suite features cathedral ceilings, a walk-in closet, and private bath, along with three additional well-sized bedrooms and a hall bath with double sinks. The partially finished basement offers a great head start, already with painted walls, HVAC in place, and a 3-piece rough-in for a future full bath—just awaiting flooring to complete the space. Great location near shopping, dining, schools, medical facilities, and Route 1—this home is priced to move and ready for its next owner.

111 Trupenny Turn, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

Selling Office: House of Real Estate.

3510 Pipewell Ln, Middletown
$525,000
3 Beds ⋅ 4 Baths
**Move-in Ready** Discover the perfect blend of comfort and sophistication at 3510 Pipewell Ln., featuring the 3-bedroom, 3.5-bath Carson floorplan. A gourmet kitchen overlooking the great room with a fireplace creates a warm and inviting centerpiece for daily living and entertaining. Boasting sleek Carrara white quartz countertops, modern white cabinetry and pewter maple island, stainless steel appliances, a 3x6 white gloss backsplash, and a gas cooktop with wall oven, this kitchen is a chef’s dream! The first-floor owner’s suite offers privacy and convenience, while upstairs, a versatile loft connects two secondary bedrooms with a Jack and Jill bath—ideal for family or guests. Thoughtful design continues outdoors with a covered composite deck, providing a seamless extension of your living space. Finally, the partially finished basement includes a 3rd full bath and even more room to expand. Every detail of this home is crafted to enhance both style and function. Schedule your private tour today! About Venue at Winchelsea: Amenities include a 5,400 sq. ft. clubhouse offering a BYOB sports bar, fitness center, multi-purpose room, kitchen, library, billiards, and more. Outdoor amenities include tennis, pickleball, community gardens, a pool, pavilion, dog park, and additional recreational options. *Pictures of a similar model home and for representational purposes only. Please see New Home Consultant for details. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. * For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.

3510 Pipewell Ln, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: Non Subscribing Office.

3225 Rye Harbour Way, Middletown
$525,000
2 Beds ⋅ 2 Baths
**MOVE-IN READY, SINGLE STORY LIVING!** 2BR, 2BA w/ included sun room home is now available! With a spacious single-level floorplan, it truly stands out in the neighborhood. Featuring two bedrooms and two bathrooms, the primary suite offers generous closet space with two walk-in closets and an en suite bath. The added sunroom extension extends the home, creating the perfect space for entertaining guests. The kitchen is equipped with stainless steel appliances, sleek carrara breve quartz countertops, 42’’ cabinetry with hardware, oven, and gas cooktop for all your culinary needs! Plus, the unfinished basement provides ample storage potential. Step outside to enjoy the deck off the sunroom, ideal for relaxing or hosting gatherings. About the Community: This vibrant 55+ active adult community is designed for living your best life. Residents will enjoy a 5,400-square-foot clubhouse, pickleball and tennis courts, bocce, a resort-style pool, a state-of-the-art fitness center, and a full calendar of activities—so there’s always something to look forward to. Best of all, lawn care, snow removal, and trash and recycling are included, giving you the freedom to spend your time exactly how you choose. Homes are selling quickly—don’t wait to claim your place at Venue at Winchelsea. This is your chance to get in before it’s too late. ***Photos for illustrative purposes only. See sales team for final options and colors. Please see New Home Consultant for details. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the model home located at 2405 Greyfriar Loop.***

3225 Rye Harbour Way, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: Liberty Bell Real Estate Brokerage LLC.

102 Newbury Ct, Middletown
$525,000
1 Beds
Come fall in love this Valentines Day - Sellers have Priced this move -in ready home to MOVE!! You can be the new owner to enjoy all the amenities right in your own backyard. Looking for a fantastic place to call home that offers a country feel with a 3/4 acre corner lot, fenced in backyard and a HEATED inground pool? Then Misty Vale Farms is calling your name with this beautifully updated home featuring acacia hardwood floors throughout with tile bathrooms, an upgraded kitchen with stainless steel appliances, butcher block counters, wood burning fireplace, formal dining room and and a sunken family room right off the kitchen that leads to a deck and bridge to your incredible backyard with patio, raised garden beds, perennial flowers and large grasses to complete the landscaping. Warmth and openness make this a perfect home for relaxing, entertaining or game night! Sellers installed a NEW vinyl white privacy fence around the pool area, with grassy patches, a fire pit section and concrete decking with plenty of room to entertain and enjoy the outdoor serenity of your very own inground pool - with NEW HEATER! They also upgraded the second floor with all NEW HARDWOOD floors to match the main level. The main level also features a great bonus room with glass framed french doors - perfect for home office, library, playroom - you decide! Upstairs, the primary suite impresses with vaulted ceilings, stunning tile in the en suite bath, and an 11-ft walk in closet. Two additional upstairs bedrooms, a stylish hall bath, and convenient upstairs laundry complete the second floor. The finished basement adds even more flexibility with a media/playroom and an additional bedroom for guests. But the real showstopper is outside where your summer paradise awaits! Enjoy a sparkling in-ground pool with diving board. And the roof is only 8 years young! All this home needs is you and homes like this don’t come along often—don’t miss your chance to make it yours!

102 Newbury Ct, Middletown

Listing courtesy of Real Broker LLC. Contact:

Selling Office: RE/MAX Edge.

124 Lakeside Dr, Middletown
$524,900
3 Beds ⋅ 3 Baths
Welcome Home to This Stunning 2-Story Colonial in Middletown, DE! This beautiful home shows like a model and is filled with modern upgrades and thoughtful details throughout. Step inside to find 9’ ceilings, a formal living room, dining room, and a versatile den — perfect for a home office or playroom. The spacious eat-in kitchen features upgraded cabinetry and plenty of room for entertaining. Upstairs, the primary suite offers a luxurious oversized shower, while two additional bedrooms share a full hall bath. The finished basement provides extra living space, ideal for movie nights, a home gym, or gatherings with friends. Enjoy the outdoors on the deck overlooking a serene pond — or unwind in the relaxing hot tub. The property also includes a two-car garage, fruit trees, an invisible fence, and a nicely sized lot offering plenty of space to enjoy. Located in the heart of Middletown, this home combines comfort, style, and convenience — truly move-in ready!

124 Lakeside Dr, Middletown

Listing courtesy of Foraker Realty Co.. Contact:

Selling Office: Long & Foster Real Estate, Inc..

3506 Pipewell Ln, Middletown
$524,825
3 Beds ⋅ 3 Baths
**Move-in ready** Welcome to the Carson—an elegant and versatile 3-bed, 3.5-bath home spanning 2,389 square feet of above ground living space. The main level features a welcoming foyer that opens into a spacious great room, a bright breakfast nook, and a thoughtfully planned kitchen, creating the perfect hub for gatherings. Homeowners will appreciate the convenience of a first-floor owner’s suite with a walk-in closet, along with a mudroom, powder room, and an attached 2-car garage for everyday functionality. Upstairs, two comfortable secondary bedrooms, a full bath, and a generous loft, offer flexible space for a media room, crafting space, office, or lounge. A partially finished basement with its own full bath makes the perfect hangout spot for you or your guests! This home’s elevated finishes and upgrades add both luxury and practicality—from white kitchen and vanity cabinetry, quartz countertops, and fawn subway tile backsplash to Toasted Taupe LVP flooring, open railing, stained oak stair treads, and included stainless-steel refrigerator and front-load washer and dryer. A composite covered deck and gas fireplace further enhance comfort of your home. To top it off, this community offers a stunning 5,400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Relax and enjoy the peace of mind that your lawncare, snow removal, and trash/recycle are all taken care of for you. *Pictures of a similar home and for representational purposes only. Please see New Home Consultant for details. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. * For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.

3506 Pipewell Ln, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: EXP Realty, LLC.

1 Walnut Pond Ct, Middletown
$520,000
3 Beds
Welcome to 1 Walnut Pond Ct in the heart of Middletown! Nestled on a desirable corner lot in a small, quiet neighborhood, this beautifully updated 4-bedroom, 2.5-bath home offers comfort, style, and peace of mind with major upgrades already completed. Enjoy brand new windows, a new HVAC system, new hot water heater, and new stainless steel appliances. The home features new flooring throughout, including laminate flooring and carpet, along with fresh paint that gives the entire space a clean, modern feel. Step outside to a 5-year-old Trex deck overlooking your private backyard retreat complete with a screened-in porch and a pool with a 2-year-old liner — perfect for entertaining or relaxing all summer long. Additional highlights include a 2-car garage and a prime corner lot location in one of Middletown’s most desirable areas. Move-in ready and loaded with upgrades — this one won’t last!

1 Walnut Pond Ct, Middletown

Listing courtesy of Kelley Real Estate Professionals. Contact:

Selling Office: Corner House Realty.

133 Pine Valley Dr, Middletown
$520,000
4 Beds ⋅ 3 Baths
Situated on a large corner lot, this home has been lovingly maintained by the original owners. Don't miss this traditional colonial with spacious rooms and many updates. Updates include the freshly painted interior (2025) , hickory engineered hardwood flooring on the first level (2024), new carpet on the second level and stairs (2024), and updated bathrooms (2025). The eat-in kitchen features open shelving, butcher block counter tops, a large Fragranite sink and stainless steel appliances. There is a wood burning fireplace which is the family room's focal point. The first floor laundry room is very convenient; it has a utility sink, closet and the washer and dryer are included. The Anderson casement windows are a huge plus. The garage is oversized (22' X 27.5') which helps with parking and storage. In addition, the house has a large unfinished basement. The beautiful landscaping adds to this property's wonderful curb appeal, and the paver patio (12' x 25' ) is great for outdoor enjoyment. This home is ready for it's new owners. See it today!

133 Pine Valley Dr, Middletown

Listing courtesy of BHHS Fox & Roach - Hockessin. Contact:

Selling Office: Tesla Realty Group, LLC.

3312 Rookery Ln, Middletown
$519,790
2 Beds ⋅ 2 Baths
MOVE-IN READY | Single-Story Living in Middletown’s Premier 55+ Community! This beautifully designed 2BR / 3BA home offers the low-maintenance lifestyle buyers are looking for with the added space and upgrades that make everyday living feel easy. The open layout features a spacious Great Room with fireplace, low-maintenance flooring throughout the main living areas, and an included sunroom extension that adds even more space to relax or entertain. The gourmet kitchen is finished with stainless steel appliances, Carrara Breve quartz countertops, 42” cabinetry with hardware, wall oven, and gas cooktop. The private owner’s suite includes two walk-in closets, tray ceiling, and en-suite bath, while the secondary bedroom and full bath offer comfortable space for guests or hobbies. Downstairs, the partially finished basement with full bath provides even more flexibility for entertaining, overnight visitors, or storage. Washer/dryer included. Enjoy the deck off the sunroom and the ease of move-in-ready living in one of Middletown’s most sought-after active adult communities. About the Community: This vibrant 55+ active adult community is designed for living your best life. Residents will enjoy a 5,400-square-foot clubhouse, pickleball and tennis courts, bocce, a resort-style pool, a state-of-the-art fitness center, and a full calendar of activities—so there’s always something to look forward to. Best of all, lawn care, snow removal, and trash and recycling are included, giving you the freedom to spend your time exactly how you choose. Homes are selling quickly—don’t wait to claim your place at Venue at Winchelsea. This is your chance to get in before it’s too late. ***Photos for illustrative purposes only. See sales team for final options and colors. Please see New Home Consultant for details. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the model home located at 2405 Greyfriar Loop.***

3312 Rookery Ln, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

Selling Office: Non Subscribing Office.

27 Browning Cir, Middletown
$517,000
3 Beds ⋅ 3 Baths
You'll want to see this well cared for, lovingly maintained home in Middletown Crossing. Tastefully decorated & ready for its new owners, 27 Browning is calling your name. This colonial style home's curb appeal is enhanced by mature trees, and clean, easy to maintain landscaping. The 2 car garage will be appreciated in the rain and colder months, with inside access. Head inside to the vaulted entryway, filled with light. On your right, an office, with beautiful double doors, added for privacy in 2026. It could easily be used as a 4th bedroom, if a first floor bedroom is desired. On the other side of the hall is your dining room, or second living space. Once again, you have options! Down the hall, head towards the kitchen, taking note of the nicely updated half bath. Prepare to enjoy the entertaining possibilities in the heart of the home, the kitchen, with its large granite peninsula, granite countertops and brand new stainless refrigerator. The sunroom, filled with light, is used as a convenient dining space. All of this is adjacent to the main living area, where you can relax by the cozy gas fireplace, or take a few steps through the sliding glass door, to the large, maintenence free, compsite deck. Imagine days/evenings outdoors, looking out at the tree lined yard, paver patio, raised garden bed, trampoline, and children's playset. The is an invisible fence as well! Perfect for your furry relatives. Back inside, head to the 2nd floor. The 3 bedrooms are amply sized. 1 and 2 share the hall bath, while the primary bedroom, boasts a large, walk in closet and well appointed ensuite bath with stall shower and soaking tub. This will be your sanctuary. Head to the unfinished basement, and let your imagination run wild. Finish it, make it your own gym, or use it for storage. More options for you! You'll enjoy life in this area of Middletown, with convenient access to shopping, dining, Appo schools, medical facilities, along with both routes 1 & 13. It's 35 minutes to Wilmington, making commuting a breeze. It doesn't get better than this!

27 Browning Cir, Middletown

Listing courtesy of Keller Williams Realty Wilmington. Contact:

Selling Office: Patterson-Schwartz-Hockessin.

1220 N Olmsted Pkwy, Middletown
$517,000
3 Beds ⋅ 2 Baths
Welcome home to 1220 N Olmsted Pkwy located in the sought-after Village of Bayberry North. Upon arrival, you’ll immediately notice the beautiful stone veneer exterior, offering timeless curb appeal and setting the tone for this well-maintained, 5-year-old ranch home. An inviting covered front porch welcomes you in, perfect for morning coffee, evening relaxation, or connecting with neighbors. Step inside to an OPEN -CONCEPT LAYOUT filled with natural light and hardwood flooring. The entire home has just been FRESHLY PAINTED , giving it a clean and modern feel -making it truly move-in ready. The spacious living room flows seamlessly into the dining area and continues into the kitchen, creating an ideal space for everyday living and entertaining.The kitchen features a CENTER ISLAND, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, A DOUBLE OVEN, and a sunny BUMP- OUT BREAKFAST area that fills the home with natural light. Step outside to the fully fenced backyard, offering endless possibilities for entertaining, relaxing, or outdoor activities. Back inside, the home offers a convenient laundry room with access to the two-car garage. You’ll find 2 generously sized bedrooms, along with a versatile additional room that can be used as a third bedroom, home office, or playroom. The primary suite boasts a spacious walk-in closet and a private bath with double vanity and a glass stand-up shower. An additional full bathroom serves family and guests. The spacious unfinished basement offers exceptional ceiling height and a blank canvas for future customization, ideal for creating additional luxury living space, a home theater, fitness area, or private retreat. A two-car garage and ample driveway parking complete the home. With new shopping centers, grocery stores, dining, and major commuter routes just minutes away, this home offers the perfect balance of suburban charm and modern convenience. This move-in-ready home is ideal for families ready to connect and enjoy everything Bayberry North has to offer. Schedule your tour today and imagine the possibilities.

1220 N Olmsted Pkwy, Middletown

Listing courtesy of Compass. Contact:

Selling Office: Keller Williams Realty Wilmington.

160 Pine Valley Dr, Middletown
$515,000
5 Beds ⋅ 3 Baths
WHY SUCH A DRASTIC PRICE REDUCTION? Every seller wants to obviously get the most for their home. It is their biggest investment after all, and in this case the seller wanted to go above my suggested listing price and see what the results would be. We are now priced aggressively for the neighborhood AND this lovely home has sooooo much to offer!! Welcome to this spacious 5-bedroom, 3-bath ranch, perfectly situated on a cleared 1-acre lot with no HOA restrictions. This home offers the ideal blend of comfort, functionality, and freedom. Step inside to find stunning hardwood floors flowing throughout the main living areas, creating a warm and inviting atmosphere. The home features a formal dining room for gatherings and a generous family room perfect for relaxing or entertaining. A convenient first-floor laundry room adds to the ease of everyday living. The full basement expands your living and working space even further, featuring a bonus workshop, a separate office or gym, and plenty of storage to keep everything organized. Outside, the property truly shines. Enjoy plenty of parking with a 6-car driveway, and take full advantage of the expansive yard—complete with an above-ground pool, a chicken coop, and ample open space for gardening, recreation, or future additions. Energy efficiency is a major bonus with owned solar panels, helping reduce utility costs while adding long-term value. If you’re looking for space, flexibility, and a property with no restrictions, this one checks all the boxes. Seller says there used to be an In-Law suite at one time before they moved in. Lots of possibilities!!

160 Pine Valley Dr, Middletown

Listing courtesy of Tesla Realty Group, LLC. Contact:

Selling Office: BHHS Fox & Roach-Greenville.

318 Northhampton Way, Middletown
$515,000
4 Beds ⋅ 3 Baths
BACK ON THE MARKET at no fault of the seller, don't miss your second chance to call 318 Northhampton Way home! This meticulously maintained 4-bedroom, 2.5-bath home offering 2,825 square feet of comfortable living space in one of Middletown’s most sought-after neighborhoods. From the moment you arrive, pride of ownership is evident throughout every detail. The stunning curb appeal draws you in with beautiful exterior, landscaping, and forward facing two-car garage. Step inside to find a bright and open floor plan with spacious living and dining areas that flow seamlessly into a well-appointed kitchen—perfect for both entertaining and everyday living. Large windows throughout the main floor offer beautiful natural light making the space feel bright and crisp. Upstairs, the expansive primary suite provides a relaxing retreat with generous closet space and a private ensuite bath with his and hers vanities, large corner tub, and a separate shower, while three additional bedrooms offer plenty of room for family, guests, or a home office. The second floor laundry room adds an element of convenience you will never want to live without! The finished basement adds valuable bonus space ideal for recreation, a home gym, or media room. Outside, enjoy the fully fenced backyard complete with a beautiful composite deck, creating the perfect spot for outdoor dining and entertaining. Ideally located in Willow Grove Mill, this home offers easy access to local parks, award-winning Appoquinimink schools, shopping, dining, and major roadways. With its thoughtful updates and turn-key condition, this home is ready for you to move right in and enjoy everything Middletown living has to offer. Don't miss your opportunity to call it home!

318 Northhampton Way, Middletown

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Weichert, Realtors - Cornerstone.

352 Tranquility Way, Middletown
$512,000
3 Beds ⋅ 3 Baths
Welcome to this beautiful, like-new end-unit Carriage House in the highly sought-after 55+ community of Whispering Woods! Built just five years ago, this impeccably maintained 3-bedroom, 3-bath home offers the perfect blend of modern style, low-maintenance living, and exceptional community amenities. Ideally situated on a premium homesite backing to tranquil woods, with open space on one side and a nearby pond on the other, this home provides both privacy and scenic surroundings. A two-car garage, private driveway, and convenient overflow parking ensure plenty of space for residents and guests alike. Step inside to discover luxury vinyl plank flooring throughout most of the main level and an inviting open-concept layout that seamlessly connects the living room, dining area, and kitchen. The spacious living room is anchored by a gas fireplace and enhanced with recessed lighting. Designed for both everyday living and entertaining, the kitchen features Quartz countertops, stainless steel appliances, a center island with breakfast bar seating, soft-close cabinetry, a subway tile backsplash, gas cooking, and a spacious pantry. Just off the kitchen, enjoy your morning coffee or evening relaxation in the screened porch, which opens to a patio overlooking the peaceful backyard. The spacious first-floor primary suite offers a tray ceiling, walk-in closet, and a private en-suite bath with luxury vinyl plank flooring. Also on the main level are a second bedroom, an additional full bath, a convenient laundry room, and direct access to the garage. Upstairs, you'll find a generous loft that offers endless possibilities for a home office, hobby room, or additional living space, along with a third bedroom and another full bathroom – perfect for visiting family and friends. Additional upgrades include beautiful plantation shutters, enlarged moldings, dual-zone HVAC, a tankless water heater, LeafFilter gutter protection, and abundant closet space. Life at Whispering Woods means enjoying a truly carefree lifestyle. The HOA takes care of landscaping, lawn care, snow removal (including driveways), and trash service, allowing you more time to enjoy the community's outstanding amenities. Residents have access to a beautiful clubhouse with a fitness center, community pool, card room, bocce ball courts, and pickleball courts, along with an active social calendar filled with planned events, games, and activities. The community's unique "Neighbors Helping Neighbors" committee fosters a welcoming atmosphere where residents come together to lend a helping hand whenever needed. This move-in ready home offers the perfect combination of comfort, convenience, and community. Don't miss your opportunity to enjoy the exceptional lifestyle that Whispering Woods has to offer!

352 Tranquility Way, Middletown

Listing courtesy of Compass. Contact:

Selling Office: Compass.

4704 Old National Pike Pike, Middletown
$510,000
3 Beds ⋅ 2 Baths
Want to live in your very own Tree House? Well, here it is! You won't believe this well constructed post and beam home with a lovely wooded setting. This home was constructed using sandstone that the seller believes came from Western Maryland. You don't get construction like this anymore! The custom built home offers soaring 20' wood ceilings. Many features in this home were added by the current owner. The ash ledges in downstairs bedroom and foyer were made from an ash tree that was on the property killed by the Emerald Ash borer disease. The wood was milled and repurposed for floor trim and accents. This home boasts beautiful views of the surrounding woodland and trees. The current owner has redone the entry steps in a beautiful stone hardscape. Many updates including new deck, storage sheds. You don't want to miss the opportunity to own a unique home such as this.

4704 Old National Pike Pike, Middletown

Listing courtesy of Maryland Elite Realtors. Contact:

Selling Office: Keller Williams Realty Centre.

3037 Barber Ln, Middletown
$510,000
2 Beds ⋅ 2 Baths
** OFFER DEADLINE: TOMORROW, APRIL 11th at 4 PM ** Major Price Improvement! The Absolute Best Value in Bayberry—Period. Stop waiting for a "future" build and stop paying for "extras." 3037 Barber Lane is the strongest real estate opportunity on the Middletown market right now. We have priced this home to move immediately: you are getting a fully finished, move in ready, "two-year young" luxury residence at the base price of new construction. That means zero lot premiums, zero upgrade fees, and zero hidden surprises. While others are paying tens of thousands in additions and waiting months for a move-in date, you can secure the best deal in Bayberry today. Immediate Luxury Without the "New Build" Markup This Cooper II model offers 1,800 square feet of sophisticated, single-level living that feels exactly like a brand-new model home. • Move-In Ready Today: Skip the construction delays and cost overruns. • Designer Layout: 2 spacious bedrooms, 2 full baths, and a versatile office/flex room easily convertible to a third bedroom. • Sun-Drenched Interiors: Huge windows flood the open-concept floor plan with natural light, highlighting the modern elegance of the home. • Unmatched Potential: The massive unfinished basement features rough-in plumbing for a full bath, offering an incredible canvas for a gym, guest suite, or workshop. Premier Lot & Location Situated on a premium lot, this home offers rare seclusion within the vibrant Parks Edge at Bayberry community. You get the outdoor space you want without the massive lot premium normally attached to a site of this caliber. The Gold Standard of 55+ Living Parks Edge isn't just a neighborhood; it’s a lifestyle. Your maintenance-free living includes: • A luxury clubhouse for social events and gatherings. • State-of-the-art fitness facilities and walking trails. • Minutes from Middletown’s newest shopping, dining, and major commuter routes. Act Fast—This Price Won't Last Opportunities to own a home of this quality at a base-model price point are virtually non-existent in this market. If you want the luxury of new construction without the premium price tag or the wait, this is your move. Schedule your showing now before the best deal in Middletown is gone.

3037 Barber Ln, Middletown

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Thyme Real Estate Co LLC.

242 Ann Dr, Middletown
$507,500
3 Beds ⋅ 3 Baths
Beautiful home in the sought after community of Crossland at the Canal offering space, style, and flexibility! This 3 bedroom home also features a spacious second floor loft that could easily function as a 4th bedroom, home office, playroom, or additional living space. Fresh paint throughout gives the home a bright, updated feel, while the light filled kitchen shines with butcher block countertops, subway tile backsplash, and all new stainless steel appliances. The open layout flows into the sunroom, creating the perfect space to relax or entertain. Upstairs, the oversized primary suite offers a large walk in closet and an ensuite bath complete with a soaking tub and separate shower. You'll also love the convenience of the second floor laundry room with utility sink. Enjoy mornings on the charming covered front porch accented with brick detail, or unwind out back on the premium lot backing to open space for added privacy and peaceful views. The unfinished basement offers incredible future potential with rough in plumbing and an egress window already in place ready to be transformed into additional living space, a guest suite, gym, or recreation area. Residents of Crossland at the Canal enjoy community amenities including a clubhouse, pool, and outdoor park, all in a convenient Middletown location just minutes from Route 1, shopping, dining, and everyday conveniences.

242 Ann Dr, Middletown

Listing courtesy of Real Broker LLC. Contact:

Selling Office: Century 21 Gold Key Realty.

315 E Green St, Middletown
$507,000
4 Beds ⋅ 4 Baths
Why wait for new construction when you can move right into this stunning end-unit townhome built in 2024 by Ryan Homes in the sold-out Crossings at Silver Lake community? Offering 2,118 square feet of thoughtfully designed living space, this open-concept home features four bedrooms, three full bathrooms, and one half bath, including a private ground-level in-law suite with its own ensuite bathroom—ideal for guests or multigenerational living. The designer kitchen is a chef's dream with quartz countertops, a wall oven, wall-mounted microwave, 5-burner gas cooktop, stainless steel vent hood, and abundant cabinetry, flowing seamlessly into the main living and dining areas. Extra windows throughout the end unit fill the home with natural light, while the second-level screened porch provides the perfect space to relax or entertain. Upstairs, the spacious primary suite showcases an elegant tray ceiling and a luxurious ensuite bath with dual shower heads, while the conveniently located third-floor laundry adds everyday convenience. An attached two-car garage and maintenance-free landscaping complete the package. Perfectly situated adjacent to the Middletown Library, the new YMCA, and Silver Lake Park, this walkable community places you just steps from the shops, restaurants, and charm of Main Street Middletown, offering an exceptional blend of modern living and unbeatable location.

315 E Green St, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

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