Fairfield County CT Homes for Sale with Acreage

• 

  

  

  /40

  $1,495,000

  • 4 Beds
  • 3.5 Baths
  • 3,888 Sq Ft

  4 Trails End Rd, Weston, CT 06883

  This beautifully renovated 4-bedroom Colonial in Lower Weston, Connecticut, exemplifies exceptional craftsmanship and attention to detail throughout. Set on a level, two-acre corner lot, the home offers both privacy and a tranquil setting. The modern kitchen features top-quality finishes and flows seamlessly into the family and dining rooms, overlooking a picturesque backyard. The living room,

  Bozena Tisch Coldwell Banker Realty

  4 Trails End Rd, Weston, CT 06883
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  /8

  $1,100,000

  • Land
  • 2.98 Acres
  • $369,128 per Acre

  909 Main St, Monroe, CT 06468

  Newly re-zoned to the highly coveted B-2 zone allowing for a WIDE range of commercial uses on the heavily trafficked Route 25- Main Street in Monroe, CT. See brochure for full list and more information!

  Daniel Shawah Baldwin Pearson & Co., Inc

  909 Main St, Monroe, CT 06468
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  /14

  $2,650,000

  • Land
  • 48.21 Acres
  • $54,968 per Acre

  0 Ives Ct, Ridgefield, CT 06877

  Developers/Builders.... Discover Wolf Run Estates....48+ unspoiled acres in Fairfield County, only 75 minutes to NYC. Spectacular rolling hills with commanding views and boundless potential of 12+ lots. Prior subdivision approval has expired and new approvals needed. Some prior subdivision and topographical work available. Homes will require well and septic. Located through stone pillars at the

  Patty McCarthy William Raveis Real Estate

  0 Ives Ct, Ridgefield, CT 06877
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  /40

  $1,399,000

  • 4 Beds
  • 3.5 Baths
  • 4,103 Sq Ft

  40 Great Ring Rd, Sandy Hook, CT 06482

  EXCITING NEW LISTING DEVELOPMENT! Now offered independently, with the adjoining land available if desired - two properties, one extraordinary opportunity at 40 Great Ring Road. This modern vision of New England living blends refined architectural character with forward-thinking innovation, energy independence, and sustainable design. The four-bedroom home features a spacious primary suite and

  Stephanie Barnes William Raveis Real Estate

  40 Great Ring Rd, Sandy Hook, CT 06482
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  /9

  $6,950,000

  • Land
  • 7.42 Acres
  • $936,658 per Acre

  549 Round Hill Rd, Greenwich, CT 06831

  A unique opportunity to build a home on a site of over 7 acres atop one of the highest elevations in Greenwich with distant Long Island Sound views. Fully approved site is offered with Rich Granoff plans for an elegant 6-bedroom, 10-bath, 11,000 sq. ft. residence. Design features: 4,000 sq. ft. walk-out lower level with a home theater, spa, and golf simulator, a 4-car garage; and over 2,000 sq.

  Francine Ehrlich Sotheby's International Realty

  549 Round Hill Rd, Greenwich, CT 06831
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  /33

  $2,995,000

  • 4 Beds
  • 5.5 Baths
  • 4,500 Sq Ft

  38 Bedford Rd, Greenwich, CT 06831

  Welcome to Inspiration Farm, the first time this equestrian property is on the market in over 23 years. Between 2 stone pillars, enter a long, private, newly paved driveway, to approach a hidden gem that is now ready to be loved by new owners. This house contains 4+ generously sized bedrooms and 5.1 bathrooms with an easy flow floor plan. The gourmet, eat-in kitchen contains all recently updated

  Stefanie Lacoff BHHS New England Properties

  38 Bedford Rd, Greenwich, CT 06831
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  /9

  $1,250,000

  • 3 Beds
  • 2 Baths
  • 2,240 Sq Ft

  2 Coburn Road W, She Coburn Rd W, Sherman, NY 06784

  Discover the rare opportunity to build your custom modern ranch in the tranquil countryside of Sherman, Connecticut, just minutes from the New York line. Nestled on a private, wooded 1.02-acre lot in the exclusive Timber Trails area, this to-be-built contemporary home blends sleek design with serene living. Built by renowned SHERMAN BUILDING DESIGNS, every element will reflect the latest in

  Chelsea Stinson Stinson Coldwell Banker Realty

  2 Coburn Road W, She Coburn Rd W, Sherman, NY 06784
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  /40

  $1,595,000

  • 3 Beds
  • 2 Baths
  • 2,906 Sq Ft

  81 Currituck Rd, Newtown, CT 06470

  Charming 1712 antique salt box home, ideally located just a few minutes from center of town and offering easy access to RT 25 and I-84, This 25 acre working hobby farm is a piece of Newtown history. Only two families have ever owned this property. The land was originally deeded to the Wheelers, one of the first families to settle in Newtown. The current owners (The Sedors) purchased the farm in

  Scott Lavelle RE/Max Experience, LLC

  81 Currituck Rd, Newtown, CT 06470
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  /13

  $250,000

  • Land
  • 1.02 Acres
  • $245,098 per Acre

  2 Coburn Rd W, Sherman, CT 06784

  Build your dream home or escape to pure privacy, just one mile from the New York line. Tucked deep into nature, this approved 1.02-acre building lot sits in one of Sherman’s most peaceful settings, bordering protected open space and offering potential eastern views toward Timber Lake. If you’ve been searching for a property that feels worlds away yet keeps you connected, this one hits the sweet

  Chelsea Stinson Stinson Coldwell Banker Realty

  2 Coburn Rd W, Sherman, CT 06784
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  /34

  $3,895,000

  • 7 Beds
  • 8 Baths
  • 9,267 Sq Ft

  43 Sterling Rd, Greenwich, CT 06831

  Opportunity to acquire an exceptional 6.5 acre Greenwich country compound set amongst very high-end homes in a private, gated association. There are stunning vistas & a bucolic setting w/manicured & mature plantings plus expansive lawns for horses. Amenities include pool & spa, pool house, tennis & basketball courts, spaces for vegetable & flower gardens, carriage house or art studio & office.

  Barbara Wells Houlihan Lawrence

  43 Sterling Rd, Greenwich, CT 06831
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  /31

  $2,350,000

  • 5 Beds
  • 5 Baths
  • 3,598 Sq Ft

  201 Shore Rd, Greenwich, CT 06830

  On sought-after Belle Haven peninsula near town, this 2008 expanded 5 bed, 3.2 bath home boasts breathtaking Greenwich Harbor views. Perfectly designed for harborside living & entertaining, the sunlit gourmet chef's kitchen & great room boast an expansive island, custom cabinetry and a wall of windows overlooking harbor & park. The spacious living room, complete with wood burning fireplace &

  Meg McAuley Kaicher Coldwell Banker Realty

  201 Shore Rd, Greenwich, CT 06830
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  /36

  $1,589,000

  • 4 Beds
  • 5 Baths
  • 3,224 Sq Ft

  419 Valley Rd, Fairfield, CT 06825

  Back on market with enhancements including custom entryway storage/cubby area! Luxurious, like new construction home located in the desirable Stratfield Village neighborhood of Fairfield. Total interior renovation, including full second floor and additional two car garage was finished in 2025. This gorgeous property sits on 1.3 acres and features a modern, open-concept kitchen, four spacious

  Danielle Baleeiro Realty ONE Group Connect

  419 Valley Rd, Fairfield, CT 06825
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  /37

  $1,399,000

  • 5 Beds
  • 6 Baths
  • 5,630 Sq Ft

  70 Obtuse Hill Rd, Brookfield, CT 06804

  Welcome to Arundel, a one-of-a-kind estate envisioned by playwright Joseph Hayes, whose passion for medieval theatre inspired its dramatic architecture and timeless design. Nestled on nearly 6 pristine acres, this enchanting retreat features sweeping lawns, shimmering ponds with fountains, private putting green, a charming guest cottage, and a six-car garage. Inside the main residence, luxury

  Kellie Martone William Pitt Sotheby's Int'l

  70 Obtuse Hill Rd, Brookfield, CT 06804
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  /25

  $5,500,000

  • 6 Beds
  • 3.5 Baths
  • 4,416 Sq Ft

  62 Codfish Hill Rd, Bethel, CT 06801

  Subdivision Potential! One of the Largest Land Parcels in Bethel - Over 61 Acres! A rare opportunity for investors, developers, and visionaries to own more than 61 acres in the highly sought-after Codfish Hill area. This former farmland, once a thriving homestead, offers a unique combination of development potential and the charm of an existing colonial farmhouse with multiple outbuildings. The

  Rich Lechthaler Great Estates, CT

  62 Codfish Hill Rd, Bethel, CT 06801
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  /39

  $1,149,000

  • 4 Beds
  • 4 Baths
  • 4,420 Sq Ft

  15 Mountain View Dr, Weston, CT 06883

  Reminiscent of an European Estate this 4420 square-foot home features, four bedrooms, two full bathrooms and two half bathrooms on an open acre of land. It's extensive outdoor patio and entertainment areas wrap around the rear of the property, a cobblestone lined driveway, and specimen landscaping are all situated on a cul-de-sac in an easy to get to everything location. The gourmet kitchen

  Peter Hastings Hastings Real Estate

  15 Mountain View Dr, Weston, CT 06883
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  /27

  $2,750,000

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  44 Benedict Hill Rd, New Canaan, CT 06840

  Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering

  John-Michael Rachinsky-Wood Harbor Bridge Realty

  44 Benedict Hill Rd, New Canaan, CT 06840
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  /4

  $225,000

  • Land
  • 3 Acres
  • $75,000 per Acre

  23 Farrell Rd, Newtown, CT 06470

  3-acre residential lot in a 2-acre zone. Approximately 400 ft of road frontage. Real nice setting with eclectic houses off a country road. no survey, engineering, testing or percs have been done. Please do your own due diligence. This is an estate, probate close to being completed. Great location in the Hawleyville section of Newtown. Minute to Route 84 (exit 9), Rte 25 and Rte 6 Corridors. There

  Sandy Anderson Berkshire Hathaway NE Prop.

  23 Farrell Rd, Newtown, CT 06470
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  /30

  $659,900

  • 3 Beds
  • 2 Baths
  • 2,386 Sq Ft

  121 Lewis Rd, Trumbull, CT 06611

  This tranquil 3 bedroom 2 bath cape is located in an ideal Daniels Farm location. Driving through the stone piers to the circular drive you will feel home. The grounds are manicured and offer plenty of quiet time in nature. The brand new roof, new landscaping, new paint, and so much more make this home one to see. Walk up the front porch that has your matching rocking chairs as you sit and listen

  Mike Robinson Century 21 AllPoints Realty

  121 Lewis Rd, Trumbull, CT 06611
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  /39

  $4,400,000

  • 4 Beds
  • 4.5 Baths
  • 4,927 Sq Ft

  565 Oenoke Ridge, New Canaan, CT 06840

  Experience Architectural History: The Celebrated Celanese House. This is your chance to own a true masterpiece. Designed in 1959 by visionary architect Edward Durell Stone, the Celanese House is one of New Canaan's most celebrated mid-century modern landmarks-an architectural treasure admired by design publications for decades. Stone's signature elements remain unmistakable: the striking lattice

  Inger Stringfellow William Pitt Sotheby's Int'l

  565 Oenoke Ridge, New Canaan, CT 06840
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  /30

  $8,750,000

  • 5 Beds
  • 8 Baths
  • 9,619 Sq Ft

  10 Birch Ln, Greenwich, CT 06830

  Impeccably constructed colonial in Greenwich's Golden Triangle on 1.35 acres with pool bordered by a scenic pond. A double-height foyer leads to the formal living room and library, both with fireplaces. Chef's kitchen adjoins the family room with fireplace, butler's pantry, and formal dining room. French doors open to terrace with heated pool, barbecue and firepit. Mudroom and attached 4-car

  Joseph Barbieri Sotheby's International Realty

  10 Birch Ln, Greenwich, CT 06830
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  /40

  $13,995,000

  • 6 Beds
  • 8 Baths
  • 10,286 Sq Ft

  7 Parsonage Rd, Greenwich, CT 06830

  An extraordinary newly constructed residence in the heart of Greenwich, Seven Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously designed living

  Leslie McElwreath Sotheby's International Realty

  7 Parsonage Rd, Greenwich, CT 06830
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  /40

  $1,495,000

  • 2 Beds
  • 4 Baths
  • 6,183 Sq Ft

  22 Ketcham Rd, Ridgefield, CT 06877

  The Steinman Sanctuary - once in a lifetime sale of the late, great, Jim Steinman's beloved home in Ridgefield, CT where he lived for nearly 30 years & wrote some of the most recognizable songs in music history including "I'd Do Anything for Love", "Total Eclipse of the Heart", & Celine Dion's "It's All Coming Back to Me Now". When Jim passed in April of 2021, he left behind not only his

  Laura Ancona William Pitt Sotheby's Int'l

  22 Ketcham Rd, Ridgefield, CT 06877
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  /9

  $4,800,000

  • Land
  • 4.91 Acres
  • $977,597 per Acre

  230 & 244 West Rd, New Canaan, CT 06840

  Artist renderings are for conceptual purposes only. Homes not included in this offering. Conceptual renderings by renowned architect Wadia Associates illustrate potential residences ranging from approximately 6,000 to 8,000+ square feet. Buyers may choose to work from these concepts or bring their own vision. This rare West Side offering includes two approved building lots totaling 4.91 acres,

  Christine Williams William Pitt Sotheby's Int'l

  230 & 244 West Rd, New Canaan, CT 06840
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  /36

  $8,500,000

  • 7 Beds
  • 10 Baths
  • 9,649 Sq Ft

  18 Tokeneke Trail, Darien, CT 06820

  This magnificent Round Meadows estate with a fantastic 9700 sf house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty. The owners had the vision to preserve, restore and ultimately

  Robin Stineman William Pitt Sotheby's Int'l

  18 Tokeneke Trail, Darien, CT 06820
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  /13

  $2,500,000

  • Land
  • 21.38 Acres
  • $116,932 per Acre

  Unlisted Address

  Perched on a scenic hilltop, this 21.38-acre parcel offers breathtaking panoramic views and a rare chance to develop one of Bethel's few remaining large properties. Zoned R-20 for .50-acre lots (subject to town approval), the site is ideal for a thoughtfully planned residential community. Perfectly positioned for convenience, it's just minutes to downtown Bethel, with its charming shops, great

  Tania Stergue William Raveis Real Estate

  Unlisted Address
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  /18

  $1,400,000

  • Land
  • 3 Acres
  • $466,667 per Acre

  20 Ermine St, Fairfield, CT 06824

  Endless opportunities await at this property-whether a, buyer envisions their ideal home, a buyer interested in constructing a multigenerational family residence, someone looking to renovate the current home and take advantage of the surrounding land, or a builder looking for a new project, this is the perfect place for you. Three individual lots, totaling three acres, are available for purchase

  Harriet Stone William Pitt Sotheby's Int'l

  20 Ermine St, Fairfield, CT 06824
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  /40

  $1,625,000

  • 6 Beds
  • 7 Baths
  • 7,071 Sq Ft

  132 Merrimac Dr, Trumbull, CT 06611

  Welcome to this one-of-a-kind property in Trumbull, offering over 7,000 sf of living space across two separate ranch-style units-perfect for multi-generational living, extended family, or flexible use. With a total of 17 rooms, 6 bedrooms, 5 full & 2 half baths, these two residences blend spaciousness, comfort, and luxury in a breathtaking setting. Upper level has a private entrance. Each unit

  Carl Surrusco William Raveis Real Estate

  132 Merrimac Dr, Trumbull, CT 06611
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  /7

  $2,880,000

  • Land
  • 25.04 Acres
  • $115,016 per Acre

  0 June Rd Unit LOT 1 24118127, Stamford, CT 06903

  A Truly Rare Find - Over 24 Acres on the Greenwich/Stamford Border Nestled beside more than 900 acres of the Mianus River Gorge Preserve, this spectacular property offers a rare opportunity to own over 24 acres of pristine land on the Greenwich/Stamford border. Comprised of two approved building lots (Lot 1: 6.22 acres | Lot 2: 18.82 acres), the property is a blank canvas for creating your

  Stacy Young William Raveis Real Estate

  0 June Rd Unit LOT 1 24118127, Stamford, CT 06903
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  /4

  $1,300,000

  • Land
  • 2.65 Acres
  • $490,566 per Acre

  22 Brett Rd, Fairfield, CT 06824

  An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Commission for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
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  /40

  $1,100,000

  • 5 Beds
  • 6 Baths
  • 5,189 Sq Ft

  40 Walnut St, Monroe, CT 06468

  Welcome to this magnificent custom-built raised ranch known as 40 Walnut Street located in Fairfield County in the Town of Monroe. Monroe is a beautiful community that offers a balanced blend of suburban amenities, many opportunities for recreation, scenic beauty and rural character. Whitney Farms Golf Course is a three-minute drive and features a clubhouse, pro-shop and catering facility for all

  Stephen Hodson Hodson Realty, Inc.

  40 Walnut St, Monroe, CT 06468
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  /38

  $975,000

  • Land
  • 12 Acres
  • $81,250 per Acre

  16 Farrell Rd, Newtown, CT 06470

  This is an estate, no disclosures. House is being sold "As Is, Where Is". 16 Farrell has 1250 +- feet of road frontage, 12 acres in a 2-acre zone, with a single-family vintage house that has subdivision potential. A Preliminary feasibility subdivision map with four lots including the house is in supplements. There is a possible 1st cut is . Note: there is no formal survey or testing that has been

  Sandy Anderson Berkshire Hathaway NE Prop.

  16 Farrell Rd, Newtown, CT 06470
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  /39

  $975,000

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  16 Farrell Rd, Newtown, CT 06470

  This is an estate, no disclosures. House is being sold "As Is, Where Is". Subdivision Potential-16 Farrell has 1250+- feet of existing road frontage, No new road needed, 12 acres in a residential 2-acre zone. with a single-family vintage house. A Preliminary subdivision map with four total lots including the house is in supplements. There is also a possibility of a 1st cut. Note: there is no

  Sandy Anderson Berkshire Hathaway NE Prop.

  16 Farrell Rd, Newtown, CT 06470
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  /8

  $615,000

  • Land
  • 8.24 Acres
  • $74,636 per Acre

  24 Costa Ln, Redding, CT 06896

  Beautiful, subdividable building lot in highly sought West Redding. Peaceful cul-de-sac lined with well-maintained single family homes. Highly desirable area. Centrally located, minutes from Redding Elementary School, Redding Country Club, Community Center, Town Hall and Emergency Services. Newly surveyed with fresh markers. Number of lots subject to Town Approval. Additional Land available.

  Tania Stergue William Raveis Real Estate

  24 Costa Ln, Redding, CT 06896
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  /5

  $70,000

  • Land
  • 1.23 Acres
  • $56,911 per Acre

  15A Mountainville Rd, Danbury, CT 06810

  Approved legal non-conforming building lot in an RA-80 zone, close to the Bethel town line. It is an estate and is being sold "As Is". Sale is subject to probate court approval. Back on the market due to previous buyer's lack of performance. Buyer and agents do their own diligence with town hall.

  Fernanda Lopes Coldwell Banker Realty

  15A Mountainville Rd, Danbury, CT 06810
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  /40

  $25,500,000

  • 9 Beds
  • 14 Baths
  • 14,266 Sq Ft

  104 Dans Hwy, New Canaan, CT 06840

  Clark House, a legacy property with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark, and remained unoccupied and untouched until a

  Leslie Razook William Pitt Sotheby's Int'l

  104 Dans Hwy, New Canaan, CT 06840
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  /2

  $150,000

  • Land
  • 6.7 Acres
  • $22,388 per Acre

  9A Point o Rocks Rd, Newtown, CT 06470

  Unique opportunity to purchase a 6.7 picturesque wooded parcel, secluded but centrally located in Newtown. Idyllic setting, R-3 zoning. Property borders both Town of Newton and Newtown Forest Association open space offering access to nature, trails, and preserved woodlands.

  Patricia Hood Keller Williams Realty

  9A Point o Rocks Rd, Newtown, CT 06470
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  /5

  $279,000

  • Land
  • 2.16 Acres
  • $129,167 per Acre

  176 Picketts Ridge Rd, Redding, CT 06896

  Build Your Dream Home with Breathtaking Lake Views. Imagine waking up each morning to the serene beauty of water and tranquil nature. This is your opportunity to turn that vision into reality on this exquisite lake view property. Offering a rare chance to design and construct your custom sanctuary, this land is the perfect foundation for the home you've always dreamed of. Nestled in a peaceful

  Kristi Vaughan William Pitt Sotheby's Int'l

  176 Picketts Ridge Rd, Redding, CT 06896
• 

  

  /40

  $599,999

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  2 Pine Hill Rd, New Fairfield, CT 06812

  Welcome to this meticulously maintained ranch in desirable New Fairfield, offering privacy, comfort, and move-in ready convenience on 2+ scenic acres. Enter from the oversized front porch into a spacious living room featuring a fireplace with woodstove capable of heating the entire home. The dining room is perfect for entertaining and includes sliders leading to a bright enclosed porch and

  William Philipp Howard Hanna Rand Realty

  2 Pine Hill Rd, New Fairfield, CT 06812
• 

  

  /40

  $1,930,000

  • 7 Beds
  • 10 Baths
  • 5,883 Sq Ft

  49 Great Ring Rd, Sandy Hook, CT 06482

  Welcome to 49 Great Ring Road-an iconic estate with breathtaking views and a classic 1940 built home full of charm and elegance. Step into the front-to-back foyer and take in the sight lines to the expansive stone patio and sparkling pool. At the heart of the home is the great room, featuring a soaring ceiling and a grand fireplace-perfect for gatherings. The custom cherry sunroom is a

  Connie Widmann William Raveis Real Estate

  49 Great Ring Rd, Sandy Hook, CT 06482
• 

  

  /10

  $850,000

  • Land
  • 24 Acres
  • $35,417 per Acre

  0 Rte 39 South State Route, Sherman, CT 06784

  Discover an exceptional opportunity to own a substantial 24+ acre parcel that presents a multitude of possibilities. This expansive open lot boasts superb road frontage (approx 1,650 ft) and western, sunset views. It offers a welcoming gateway to potential development and the chance to craft a legacy property or a community of homes, subject to subdivision approvals. Situated in a prime location,

  Alan O'Doherty William Pitt Sotheby's Int'l

  0 Rte 39 South State Route, Sherman, CT 06784

Showing Results 281 - 320, Page 8 of 11