Homes for Sale near Leap Alternative High School

• 

  

  

  /40

  $529,000

  • 4 Beds
  • 2.5 Baths
  • 2,142 Sq Ft

  56 Sundale Dr, Windham, CT 06280

  Welcome home to your own private retreat! Set on 1.09 beautifully landscaped acres in a quiet neighborhood, this well built and thoughtfully maintained home offers 4 bedrooms, 2.5 bathrooms, an attached 2 car garage, an inground pool and a private tennis court. Lovingly maintained and ready for your own personal touches, this home offers an incredible opportunity to make it truly your own. The

  

  Melissa DiPiazza

  RE/MAX One

  56 Sundale Dr, Windham, CT 06280
• 

  Explore Leap Alternative High School

• 

  

  

  /4

  $49,000

  • Land
  • 12,632 Sq Ft
  • $168,966 per Acre

  90 Serwan Ave, Windham, CT 06226

  This nice residential lot sits on the edge of Mansfield and Windham. This property offers an opportunity to secure residential land in an established neighborhood with essential utilities accessible. Zoning: R-4 (Residential) Utilities: Public water and public sewer are available in the street; electricity and cable are also accessible at the site. Taxes are $109 (2025). Situated in a residential

  

  Sharon Watson Stokland

  List N Show LLC

  90 Serwan Ave, Windham, CT 06226
• 

  

  

  /10

  $249,900

  • Land
  • 25.7 Acres
  • $9,724 per Acre

  220 Plains Rd, Windham, CT 06280

  Wonderful potential development opportunity. Road frontage on 2 roads, approximately 1350' of frontage on Plains Rd., and approximately 450' of frontage on Anna Maria Ln., and existing cul-du-sac subdivision. Possible 7-8 lots subdivision to be created.

  

  Rick Nassiff

  KW Legacy Partners

  220 Plains Rd, Windham, CT 06280
• 

  

  

  /7

  $39,900

  • Land
  • 4.2 Acres
  • $9,500 per Acre

  46 North Rd, Windham, CT 06280

  Great opportunity to own a lot of record at a great price, approx. 3.9-4.2 acres. Offered as raw land. No formal survey available, all soil testing and surveying to be done by the potential owner. Great location, North Rd. is Route 14, across from the Windham Center School.

  

  Rick Nassiff

  KW Legacy Partners

  46 North Rd, Windham, CT 06280
• 

  

  /2

  $299,900

  • 6 Beds
  • 3 Baths
  • 2,700 Sq Ft

  14 Carey St, Willimantic, CT 06226

  Excellent opportunity to own a spacious 2-family home with great flexibility for investors or owner-occupants. The first unit offers 2 bedrooms and 1 full bath, while the second unit features a generous 4-bedroom, 2-bath layout, providing plenty of space for larger households or strong rental potential. A 2-car garage adds valuable parking and storage, making this property even more attractive.

  

  Amy Rio

  Better Homes and Gardens Real Estate Executive Real Estate

  14 Carey St, Willimantic, CT 06226
• 

  

  /39

  $199,900

  Open Sun 12:30PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,492 Sq Ft

  29 Kathleen Dr Unit 3B, Willimantic, CT 06226

  Wake up with the sunrise and end your day with sunsets in this easy-living light-filled condo in a fantastic location! Welcome to Elm Tree Village, where this well-kept two-bedroom, 1.5-bath townhouse offers comfortable, low-maintenance living in a convenient Windham location. The main level features a bright, inviting living space with an easy-flowing layout for everyday living and entertaining.

  

  Stephanie Rush

  RE/MAX Legends

  29 Kathleen Dr Unit 3B, Willimantic, CT 06226
• 

  

  /5

  $175,000

  • Land
  • 5 Acres
  • $35,000 per Acre

  0 Gaulin Rd, Columbia, CT 06237

  This property on Gaulin road is Five Acre lot with generous road frontage. This property offers an appealing setting for those looking to for the natural beauty and quiet character of rural Tolland County. The parcel's size provides plenty of room with space for outdoor living, gardens, recreation, or simply enjoying the privacy that comes with owning acreage. Situated along scenic Gaulin Road,

  

  Sharon Watson Stokland

  List N Show LLC

  0 Gaulin Rd, Columbia, CT 06237
• 

  

  /21

  $999,900

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,782 Sq Ft

  35 Wyllys Farm Rd, Mansfield, CT 06250

  Live the dream in your very own Barndominium! This proposed, expansive home offers the perfect blend of rustic charm and modern comfort. Featuring soaring ceilings-approximately 20 feet high-in the main living area, a luxurious first-floor primary suite, and space for up to 6 indoor parking spots, it's designed for those who crave both style and function. Whether you're looking for room to store

  

  Rick Nassiff

  KW Legacy Partners

  35 Wyllys Farm Rd, Mansfield, CT 06250
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  /25

  $519,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,736 Sq Ft

  33 Oak Dr, Mansfield, CT 06250

  A superb quality custom built new home! This new raised ranch home, 3 bedrooms, 2 full baths, 2 car garage, central air, efficient warm air heat to be built with your choices of finishes, The is centrally located is close to shopping, UConn and ECSU! There is time to make many custom choices that will make this your dream home. This spacious, home checks off all the important key features desired

  

  Rick Nassiff

  KW Legacy Partners

  33 Oak Dr, Mansfield, CT 06250
• 

  

  /40

  $335,000

  • 4 Beds
  • 2.5 Baths
  • 2,379 Sq Ft

  130 Windham Rd, Willimantic, CT 06226

  If you're looking for a spacious investment property or a home where you can add your own personal touches, this could be the one! Ideally located close to Eastern Connecticut State University, this 4-bedroom Colonial offers excellent potential as a housing investment, especially with a separate in-law apartment. The home features generously sized rooms, beautiful wood floors, some updated

  Lisa Perry CR Premier Properties

  130 Windham Rd, Willimantic, CT 06226
• 

  

  /35

  $385,000

  • 4 Beds
  • 1 Bath
  • 1,478 Sq Ft

  17 Buckingham Rd, Mansfield Center, CT 06250

  Welcome to this well-maintained 4-bedroom Cape Cod-style home, peacefully situated at the end of a quiet street. Well maintained and thoughtfully upgraded, this home offers comfort, functionality, and peace of mind. The heated breezeway provides a welcoming entrance and convenient access to the attached garages. The spacious kitchen offers plenty of room for cooking and entertaining and features

  Lisa Barstow Simply Sold Real Estate

  17 Buckingham Rd, Mansfield Center, CT 06250
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  /36

  $419,900

  $30K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,887 Sq Ft

  13 Bates Rd, Chaplin, CT 06235

  Spacious farmhouse living at its best! This charming 5-bedroom, 2 full bath, and 1 half bath home sits on an expansive 11 acres, offering endless possibilities for privacy, recreation, or hobby farming. Inside, you'll find hardwood flooring throughout and two cozy fireplaces that add warmth and character. The versatile layout includes two additional family rooms that could easily serve as extra

  Kristen Merrill Countryside Realty

  13 Bates Rd, Chaplin, CT 06235
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  /30

  $549,900

  Open Sun 11:30AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 2,548 Sq Ft

  33 MacHine Shop Hill Rd, South Windham, CT 06266

  Historic 1850 Charm with Modern Updates & In-Law Living! Step inside this beautifully remodeled 1850 home, thoughtfully updated for today's lifestyle while maintaining the character and charm that makes an older home so special. The main living portion of the home offers 3 spacious bedrooms, 2.5 baths, and a dedicated office space. The heart of the home features a bright and inviting open-concept

  Michele Geragotelis RE/MAX Bell Park Realty

  33 MacHine Shop Hill Rd, South Windham, CT 06266
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  /38

  $389,000

  • 3 Beds
  • 2 Baths
  • 2,348 Sq Ft

  36 Charter Oak Square Unit D, Mansfield Center, CT 06250

  Welcome to this delightful condo tucked into a private, peaceful cul-de-sac in Mansfield - just minutes from UConn Storrs, with shopping, dining, and entertainment close by. Set in a beautifully maintained community, this home offers the ease of condo living, with a bright, open layout, hardwood floors, and generous natural light throughout. The main level features an inviting floor plan, with a

  Elizabeth Mattern Berkshire Hathaway NE Prop.

  36 Charter Oak Square Unit D, Mansfield Center, CT 06250
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  /2

  $98,500

  • Land
  • 2.11 Acres
  • $46,682 per Acre

  59 Trumbull Hwy, Lebanon, CT 06249

  Fairly level lot, mostly open with some large trees near road. Previous home site with drilled well, possibly useable. Former home site was demolished in in the 1980's.

  Derek Greene Derek Greene

  59 Trumbull Hwy, Lebanon, CT 06249
• 

  

  /40

  $489,900

  Open Sat 11AM - 1PM $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,856 Sq Ft

  415 Jerusalem Rd, Windham, CT 06280

  Pristine property with one floor living and enough room for all! Beautiful updated kitchen with breakfast bar, granite counters and access to the back deck perfect for all your gatherings by the pool or firepit. Amazing primary bedroom suite with hardwood floors, cathedral ceiling, sitting area, walk-in closet, full bath with whirlpool tub and access to your own private office. The remaining

  Rick Loranger Coldwell Banker Realty

  415 Jerusalem Rd, Windham, CT 06280
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  /34

  $638,777

  $11K PRICE DROP

  • 10 Beds
  • 5 Baths
  • 3,389 Sq Ft

  120 North St, Willimantic, CT 06226

  Income producing multi family property offering a strong opportunity for investors or owner occupants alike. One unit is currently not leased, providing immediate leasing potential or flexibility for owner occupancy. Property presents the opportunity to generate rental income with additional upside potential over time. Detached garage offers added utility with potential for storage, workshop

  Michelle Mandel Carl Guild & Associates

  120 North St, Willimantic, CT 06226
• 

  

  /22

  $199,000

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  116 Meadowbrook Ln, Mansfield Center, CT 06250

  Bring your vision to this handyman special offering an excellent opportunity for renovation, personalization, or investment. This 1954 ranch sits on a corner lot directly across from Sunny Acres Park, featuring a playground, pickleball/tennis courts, a basketball court, and open recreation fields. The property is also minutes from ECSU, UConn, and nearby shops, restaurants, and other town

  Lindsey Niarhakos RE/MAX One

  116 Meadowbrook Ln, Mansfield Center, CT 06250
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  /7

  $9,400

  $21K PRICE DROP

  • Land
  • 7,405 Sq Ft
  • $55,294 per Acre

  28 Cloran St, Windham, CT 06226

  Corner vacant lot opportunity in Windham, CT! This 0.17-acre (7,405 sq ft) parcel is located at the intersection of Cloran St and Alice St, offering dual road frontage and easy access. The property features level terrain with light wooded coverage and is situated in a residential setting near Route 32 and local amenities. Buyer to perform all due diligence regarding zoning, utilities, and

  Derek Greene Derek Greene

  28 Cloran St, Windham, CT 06226
• 

  /2

  $1,995,000

  • Land
  • 168.4 Acres
  • $11,847 per Acre

  65 Trumbull Hwy, Lebanon, CT 06249

  One of the most beautiful farms in Connecticut. Ten Mile river runs thru the property plus small brook and 3+/- acre pond large area of cultivated land leased to area farmer, some stonewalls, grass pasture etc. Ideal for Equestrian Estate, working farm, subdivision or High End Adult Housing Development (this would require certain zoning text changes or additions to permit this type of

  Derek Greene Derek Greene

  65 Trumbull Hwy, Lebanon, CT 06249
• 

  

  /28

  $589,900

  • 5 Beds
  • 2.5 Baths
  • 2,656 Sq Ft

  264 Trumbull Hwy, Lebanon, CT 06249

  Welcome to 264 Trumbull Highway in Lebanon, where space, privacy, and comfort come together on 3.27 acres to create your own private oasis. Offering approximately 2,656 square feet of living space, this spacious home features 5 bedrooms, with one currently being used as a home office, and 2.5 bathrooms. The primary bedroom is exceptionally spacious, offering endless possibilities to create the

  Jessica Lopez Our Home Realty Advisors

  264 Trumbull Hwy, Lebanon, CT 06249
• 

  

  /40

  $240,000

  • 2 Beds
  • 1.5 Baths
  • 946 Sq Ft

  40 Eastbrook Heights Unit A, Mansfield Center, CT 06250

  Welcome to this well-maintained townhouse-style condominium in the desirable Eastbrook Heights community. This inviting 2-bedroom, 1.5-bath home offers a comfortable and functional layout with approximately 946 square feet of living space. The bright main level features an open living and dining area, a convenient half bath, and access to a private deck-perfect for relaxing or entertaining.

  Sondra Reid Home Selling Team

  40 Eastbrook Heights Unit A, Mansfield Center, CT 06250
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  /39

  $874,000

  $125K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft

  254 Beaver Hill Rd, North Windham, CT 06256

  Hidden Acres is a rare opportunity to own 70+ secluded acres where rustic charm, craftsmanship, and modern functionality come together. Tucked away in a private setting, this extraordinary farm features a 14,400-square-foot equestrian facility with a 12-stall barn and indoor riding arena, ideal for horse enthusiasts, trainers, or those seeking a premier recreational property. A heated

  Lori Vogel William Raveis Real Estate

  254 Beaver Hill Rd, North Windham, CT 06256
• 

  

  /40

  $365,000

  • 3 Beds
  • 2 Baths
  • 2,318 Sq Ft

  207 Summit St, Willimantic, CT 06226

  Step into a truly one-of-a-kind home where history, character, and creativity come together. Originally built circa 1892 as the historic Hilltop Hose Company No. 3 Firehouse, this remarkable property has been thoughtfully transformed into an eclectic single-family residence while honoring its architectural roots. The 1,000-square-foot first floor offers an expansive open layout with soaring

  Sue Esposito Home Selling Team

  207 Summit St, Willimantic, CT 06226
• 

  

  /17

  $480,000

  • 9 Beds
  • 4 Baths
  • 2,939 Sq Ft

  260 Summit St, Windham, CT 06226

  Opportunity awaits with this multi-family property in Willimantic. Featuring multiple residential units with a mix of layouts, this property offers flexibility for both investors and owner-occupants seeking rental income. Conveniently located near Eastern Connecticut State University, shopping, restaurants, parks, public transportation, and major commuter routes. Separate living spaces provide

  Michelle Mandel Carl Guild & Associates

  260 Summit St, Windham, CT 06226
• 

  

  /17

  $290,000

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  86 Chestnut St, Willimantic, CT 06226

  INVESTOR OPPORTUNITY IN WILLIMANTIC! Bring your vision to 86 Chestnut Street, an approximately 1,560 SF multifamily property. Originally built in 1887, the property offers timeless architectural character and charm rarely found in newer construction. Conveniently located near downtown Willimantic, Eastern Connecticut State University, shops, restaurants, services, and major area routes. Offered

  Marcus Hamilton CENTURY 21 Shutters & Sails

  86 Chestnut St, Willimantic, CT 06226
• 

  

  /40

  $369,000

  $16K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,836 Sq Ft

  2 Liberty Dr, Mansfield Center, CT 06250

  Beautiful Cape-Style Condo in the Desirable Villages at Freedom Green! Enjoy a carefree lifestyle in this bright and sunny 3 bedroom, 2.5 bath home offering comfortable living and an inviting open floor plan. Best of all, the building has just completed a full foundation replacement, providing added peace of mind for the future. Recent updates include fresh interior paint throughout and

  Rich Marouski Weichert,REALTORS-Four Corners

  2 Liberty Dr, Mansfield Center, CT 06250
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  /6

  $157,900

  • Land
  • 7,405 Sq Ft
  • $928,824 per Acre

  760 Main St, Willimantic, CT 06226

  Highly visible main street location in the middle of Willimantic's dining, retail, historic district, and municipal office area. Public water, sewer & gas, 57 ft road frontage, 12,500 traffic count with .17 of an acre in the B1 zone.

  Maxwell Lyman Lyman Real Estate

  760 Main St, Willimantic, CT 06226
• 

  

  /20

  $210,000

  $5K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 998 Sq Ft

  29 Kathleen Dr Unit 5C, Willimantic, CT 06226

  Move-in ready 2-bedroom, 1.5-bath townhouse-style condo offering comfortable, low-maintenance living in a desirable community. The main level features a spacious living room, a kitchen with updated appliances, designated dining area and a convenient half bath. Upstairs are two generously sized bedrooms and a full bathroom. The full basement provides abundant storage, washer and dryer hookups, and

  Brittany Kimlingen First Choice Realty

  29 Kathleen Dr Unit 5C, Willimantic, CT 06226
• 

  

  /17

  $864,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  103 S Street Extension, Coventry, CT 06238

  Welcome to YOUR sprawling ranch DREAM HOME offering the perfect blend of modern comfort and timeless New England charm. With over 2,600 sq. ft. of single-level living, this home is thoughtfully designed for today's lifestyle, featuring spacious bedrooms, a private primary suite with a spa-like bath, and three car garage because you NEED that extra bay. The open-concept layout flows seamlessly

  Robyn Letourneau Berkshire Hathaway NE Prop.

  103 S Street Extension, Coventry, CT 06238
• 

  

  /33

  $765,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,862 Sq Ft

  106 S Street Extension, Coventry, CT 06238

  Welcome to Coventry's hidden gem, where generous lot sizes provide the perfect blend of privacy and possibility. Luxury is within reach here. Tucked away on quiet rolling landscape you'll enjoy the peace of country living while still having plenty of space for gardening, outdoor entertaining, and for pets to roam freely. Picture warm summer nights on the patio, backyard barbecues with friends,

  Robyn Letourneau Berkshire Hathaway NE Prop.

  106 S Street Extension, Coventry, CT 06238
• 

  

  /11

  $799,900

  • Land
  • 56.4 Acres
  • $14,183 per Acre

  253 Brick Top Rd, Windham, CT 06280

  64+/- acres on Route 14, the largest parcel available in Willimantic with access to public water and sewer. Three parcels sell together, 253 Brick Top 56.40 acres, 303R Brick Top 5.75 acres, 267 Brick Top 1.64 acres. Allowed uses: schools, museums, clubs, daycare, nursing homes, camping areas, private clubs and recreational facilities, commercial kennels, boarding facilities Several existing

  David Mieczynski National Realty Advisors LLC

  253 Brick Top Rd, Windham, CT 06280
• 

  

  /40

  $362,500

  Open Sat 2PM - 3:30PM

  • 6 Beds
  • 2 Baths
  • 2,181 Sq Ft

  371 Prospect St, Willimantic, CT 06226

  Whether you're looking for abundant living space, room for extended household members, or an investment opportunity, this spacious 5-bedroom, 2-bath home offers exceptional flexibility in a prime Windham location. The home features generously sized bedrooms, updated bathrooms, and a versatile floor plan that can easily adapt to a variety of needs. A possible sixth bedroom on the first floor

  Jason Boice eXp Realty

  371 Prospect St, Willimantic, CT 06226
• 

  

  /27

  $475,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,592 Sq Ft

  46 Pigeon Swamp Rd, Lebanon, CT 06249

  Beautifully renovated raised ranch tucked on a private, wooded 1-acre lot in Lebanon. This move-in-ready home has just completed a full refresh - nothing left to do but unpack. Step inside to an open, light-filled living space with a brand-new kitchen featuring white shaker cabinetry, quartz countertops, and stainless steel appliances. Freshly refinished hardwood and new flooring run throughout,

  Kyle Schrader Berkshire Hathaway NE Prop.

  46 Pigeon Swamp Rd, Lebanon, CT 06249
• 

  

  /11

  $275,000

  Open Sat 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  221 Gates Rd, Lebanon, CT 06249

  Welcome to this charming ranch set on 3.32 private acres, offering the perfect blend of comfort, space, and tranquility. Beautiful stone walls add character and New England charm, while the wooded surroundings provide plenty of privacy and a peaceful setting. Enjoy one-level living with a comfortable floor plan and plenty of outdoor space for relaxing, entertaining, gardening, or enjoying nature.

  Cathyann Schulte Countryside Realty

  221 Gates Rd, Lebanon, CT 06249
• 

  

  /39

  $360,000

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  4 Timber Trail, Columbia, CT 06237

  Welcome HOME to this RARE gem in the heart of Columbia, CT. Offering a modern layout with cozy features. This open concept floor plan with soaring vaulted wooden ceilings, natural light throughout and the cozy New England charm make this a one of a kind HOME. This is where you host holidays, sip cocoa with cozy nights by the wood burning fireplace, gather together for barbecues on the oversized

  Robyn Letourneau Berkshire Hathaway NE Prop.

  4 Timber Trail, Columbia, CT 06237
• 

  

  /34

  $350,000

  Open Sat 11AM - 1PM $25K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,228 Sq Ft

  15 Cracow Ave, Windham, CT 06280

  Welcome to 15 Cracow Ave in Windham, a beautifully updated 3-bedroom, 2-full-bath ranch offering the perfect blend of single-level living, modern finishes, and outdoor lifestyle. Step inside to an inviting open floor plan where the completely remodeled kitchen flows seamlessly into the dining area and spacious living room. The kitchen has been tastefully upgraded with quartz countertops,

  AJ Davis Better Homes and Gardens Real Estate Executive Real Estate

  15 Cracow Ave, Windham, CT 06280
• 

  

  /32

  $275,000

  $100K PRICE DROP

  • 7 Beds
  • 4 Baths
  • 3,963 Sq Ft

  129 Valley St, Windham, CT 06226

  Mixed-use investment property with multiple income streams and strong value-add potential. The property is zoned B-1A and currently configured with two occupied residential units generating income, plus two additional gutted residential units with plumbing in place, ready for build-out. The property also includes a commercial storefront with a separate entrance, offering flexibility for a variety

  Kyle West eXp Realty

  129 Valley St, Windham, CT 06226
• 

  /2

  $345,000

  • Land
  • 14.51 Acres
  • $23,777 per Acre

  0 Maple Rd, Mansfield, CT 06268

  Discover the possibilities with this beautiful 14.51 acre parcel offering the perfect blend of privacy and convenience. Surrounded by town owned property and conservation land, this peaceful setting provides a rare opportunity to build your dream home while enjoying the beauty of nature. Building plans have already been approved by the town, potentially saving valuable time in the building

  Jocelyn Loukas Coldwell Banker Realty

  0 Maple Rd, Mansfield, CT 06268
• 

  

  /28

  $390,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,158 Sq Ft

  187 Tuckie Rd, North Windham, CT 06256

  Welcome to your own retreat! Perfectly positioned on a gorgeous, level 1 acre lot surrounded by mature trees, this beautifully maintained Cape offers the peaceful lifestyle you've been dreaming of. From the moment you arrive, you'll picture slow mornings spent on the charming front porch w/a cup of coffee and your favorite book, soaking in the quiet beauty that surrounds you. Out back, you'll

  Meghan Wininger Real Broker CT, LLC

  187 Tuckie Rd, North Windham, CT 06256

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