Fairfield County CT Homes for Sale with Acreage

• 

  

  

  /40

  $925,000

  • 5 Beds
  • 2.5 Baths
  • 3,104 Sq Ft

  6 Winding Brook Ct, Redding, CT 06896

  **Final offers due by Monday 5/18 at 5pm** Tucked at the end of a cul-de-sac down a long private driveway, 6 Winding Brook Ct offers the rare balance of quiet living and everyday convenience. Surrounded by mature landscaping and nature, this classic 5-bedroom Colonial captures the warmth and character so many buyers are searching for, while still being just minutes to Georgetown's restaurants and

  Jessica Christ Coldwell Banker Realty

  6 Winding Brook Ct, Redding, CT 06896
• 

  

  

  /30

  $1,075,000

  • 5 Beds
  • 3.5 Baths
  • 2,881 Sq Ft

  180 Davis Hill Rd, Weston, CT 06883

  Beautiful 5-bedroom 3 and half bath Colonial set on 2 private acres featuring hardwood floors throughout, a whole-house automatic standby generator, completely refinished hardwood floors upstairs, and fresh interior paint throughout. The open floor plan seamlessly connects the eat-in kitchen and family room, creating the perfect space for everyday living and entertaining. The spacious family room

  Karen Magee Brown Harris Stevens

  180 Davis Hill Rd, Weston, CT 06883
• 

  

  

  /35

  $949,000

  Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 3,296 Sq Ft

  104 Cutlers Farm Rd, Monroe, CT 06468

  Thoughtfully maintained and move-in ready, this 4-bedroom Colonial features newly refinished hardwood floors, fresh interior paint, and over 3,200 square feet of living space designed for both comfortable daily living and entertaining. The sun-filled interior includes an eat-in kitchen, formal dining room, private den, spacious family room with fireplace, and flexible upper-level bonus/media

  John Schiaroli Coldwell Banker Realty

  104 Cutlers Farm Rd, Monroe, CT 06468
• 

  

  

  /25

  $1,499,900

  New Construction

  • 4 Beds
  • 4 Baths
  • 4,027 Sq Ft

  4 Vona Way, New Town, CT 06470

  Once in a lifetime opportunity to build your dream house on this beautiful private lot in the Oak Ridge Estates.If you have been searching for luxurious residence nestled in quaint New England setting this is it.Fall in love with this exquisite custom built master piece ,stunning and dramatic architectural design, signature home Built By Corbo. This state-of-the-art 4 bedroom, 2.5 bathroom home

  Magda Ballaro William Raveis Real Estate

  4 Vona Way, New Town, CT 06470
• 

  

  

  /40

  $14,950,000

  $995K PRICE DROP

  • 6 Beds
  • 10 Baths
  • 11,211 Sq Ft

  30 Meadowcroft Ln, Greenwich, CT 06830

  Sited on over two acres of private, west-facing land in the heart of Greenwich's coveted Golden Triangle, this architectural modern masterpiece commands attention. Designed in collaboration with renowned architect William D. Earls, this 11,000+ sq ft six-bedroom estate showcases timeless design, masterful craftsmanship, and refined sophistication. Completed in 2018, the residence blends bold

  Jeffrey Jackson Corcoran Centric Realty

  30 Meadowcroft Ln, Greenwich, CT 06830
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  /40

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 2,576 Sq Ft

  571 Wheeler Rd, Monroe, CT 06468

  Nestled on over 2 private wooded acres in a convenient Monroe location, this charming Colonial offers the perfect blend of privacy, comfort, and convenience close to schools, parks, shopping, and highways. A welcoming front porch leads into a sun filled open floor plan featuring hardwood oak floors, spacious living and dining room, and picturesque wooded views throughout. Updated kitchen offers

  Jay Cannone William Raveis Real Estate

  571 Wheeler Rd, Monroe, CT 06468
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  /3

  $1,800,000

  $200K PRICE INCREASE

  • Land
  • 2 Acres
  • $900,000 per Acre

  30L Huckleberry Hill Rd, New Canaan, CT 06840

  Wonderful Opportunity To Build Your Dream Home On This Prime, level 2 Acre Lot With An Approved Five Bedroom Septic. Maps Are Available for review.

  Mitchell Moore Brown Harris Stevens

  30L Huckleberry Hill Rd, New Canaan, CT 06840
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  /40

  $3,995,000

  • 5 Beds
  • 6.5 Baths
  • 6,424 Sq Ft

  39 Leeuwarden Rd, Darien, CT 06820

  A truly exceptional offering! This beautifully expanded Colonial sits on a rare, level acre in one of Darien's most coveted neighborhoods. The property sets itself apart with sweeping, flat grounds, professionally landscaped to create both privacy and an elegant sense of openness. Inside, the home is designed for refined living and effortless entertaining. A gracious living room with a wood

  Serena Richards Brown Harris Stevens

  39 Leeuwarden Rd, Darien, CT 06820
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  /36

  $1,550,000

  • 5 Beds
  • 4 Baths
  • 4,202 Sq Ft

  4041 Redding Rd, Fairfield, CT 06824

  Set on 3.23 acres in the Greenfield Hill area of Fairfield, this 5BR, 4BA home offers privacy, natural surroundings, & a layout designed for the way we live today. Rustic stone walls welcome you to a property overlooking a deep wooded backdrop, with a landscaped lawn defined by a classic stone retaining wall. The main level features a home office, full bath, & an open living and family room with

  Lori Auerbach Coldwell Banker Realty

  4041 Redding Rd, Fairfield, CT 06824
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  /22

  $7,995,000

  • 5 Beds
  • 7.5 Baths
  • 10,981 Sq Ft

  38 Partridge Hollow Rd, Greenwich, CT 06831

  Set on 8 private acres in one of Greenwich's most prestigious enclaves, 38 Partridge Hollow Road offers luxury and tranquility and the ultimate privacy. Boarded by protected land on three sides, this five-bedroom, 7.5-bath home blends timeless elegance with modern sophistication, featuring a first-floor primary suite with dual baths, separate closets, and access to a private office and gym.

  Brittany Baity Compass Connecticut, LLC

  38 Partridge Hollow Rd, Greenwich, CT 06831
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  /6

  $3,500,000

  • 3 Beds
  • 3.5 Baths
  • 1,299 Sq Ft

  0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854

  Opportunities like this are rare. Calf Pasture Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a blank canvas for imagination. Properties like this remain in the same hands for many decades and do not come up for sale often. Located approximately a half mile offshore, it is among the closest islands to the mainland and takes its

  Andrew Whiteley Brown Harris Stevens

  0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854
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  /29

  $1,375,000

  • 4 Beds
  • 2 Baths
  • 2,499 Sq Ft

  450 Westover Rd, Stamford, CT 06902

  Privately nestled on 1.76 exceptional acres in a coveted Westover setting, 450 Westover Road is a sophisticated retreat offering remarkable privacy, scale, and timeless appeal. Surrounded by mature landscaping and serene natural beauty, the property's expansive grounds create a rare sense of seclusion while remaining just moments from town, schools, and commuting routes. Sunlit interiors,

  Joy Kim Metalios Houlihan Lawrence

  450 Westover Rd, Stamford, CT 06902
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  /12

  $8,495,000

  • Land
  • 9.3 Acres
  • $913,441 per Acre

  65 John St, Greenwich, CT 06831

  Rare opportunity to create your own sophisticated country retreat comprising 9.3 private, peaceful acres overlooking Closes Pond and bordering the Audubon Preserve with miles of scenic trails in the heart of bucolic Backcountry. This extraordinary parcel is steeped in natural beauty with an allee of crab apple trees, grove of Linden trees and sweeping views. Tucked away behind a gated entry and

  James Hoffman Houlihan Lawrence

  65 John St, Greenwich, CT 06831
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  /40

  $3,995,000

  $200K PRICE DROP

  • 5 Beds
  • 6.5 Baths
  • 7,200 Sq Ft

  43 Stony Brook Rd, Darien, CT 06820

  This stunning custom-built home, completed in 2005, showcases exceptional craftsmanship and timeless design throughout. Rich millwork, refined architectural details, and high-end finishes create an elegant yet inviting atmosphere across every level. Ideally situated in a quiet, sought-after location, the home offers the perfect balance of privacy and convenience, just moments from town,

  Janine Tienken Houlihan Lawrence

  43 Stony Brook Rd, Darien, CT 06820
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  /21

  $5,995,000

  • 7 Beds
  • 6 Baths
  • 6,797 Sq Ft

  251 Palmer Hill Rd, Greenwich, CT 06870

  Stonycrest -- A magnificent stone and shingle Victorian, completely and masterfully transformed while honoring its original architectural grandeur. Soaring high ceilings, exquisite millwork, and timeless character meet every modern amenity in this one-of-a-kind 7-bedroom residence. The stunning renovation showcases a spectacular new chef's kitchen, butler's pantry, and mudroom alongside

  B.K. Bates Houlihan Lawrence

  251 Palmer Hill Rd, Greenwich, CT 06870
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  /35

  $11,500,000

  • 5 Beds
  • 10 Baths
  • 9,564 Sq Ft

  10 Shorehaven Rd, Norwalk, CT 06855

  Rarely does an opportunity arise to own a home in the coastal enclave of Shorehaven, and 10 Shorehaven Road is a true masterpiece. This Nantucket-inspired estate blends timeless elegance with relaxed coastal charm, offering unmatched luxury and tranquility. Set along the serene waterfront, the lush, landscaped grounds feature a sparkling pool, spa, and private dock-perfect for boating adventures

  Laurie Morris Compass Connecticut, LLC

  10 Shorehaven Rd, Norwalk, CT 06855
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  /7

  $2,495,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,900 Sq Ft

  108 Old Farm Rd, Fairfield, CT 06825

  108 Old Farm Road is a stunning new construction currently underway in one of Weston's most desirable settings. This five-bedroom, 5.5-bath home offers 4,568 square feet above grade plus a 1,400 square foot finished heated lower level with home theater, totaling nearly 6,000 square feet of exceptional living space. The main level features soaring two-story ceilings, a formal dining room, home

  Alex De Camargo eXp Realty

  108 Old Farm Rd, Fairfield, CT 06825
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  /40

  $949,000

  $30K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,234 Sq Ft

  299 Redding Rd, Redding, CT 06896

  Experience modern luxury in this beautifully renovated Colonial. A grand double-door entry opens to a bright foyer. The all-new gourmet chef's kitchen boasts a massive waterfall quartz island, high-end appliances, and pot filler. The open-concept main level flows into a spacious living room with brick fireplace, while a secondary family room features a dramatic floor-to-ceiling stone fireplace

  Natalia Rathbauer William Pitt Sotheby's Int'l

  299 Redding Rd, Redding, CT 06896
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  /40

  $5,450,000

  • 6 Beds
  • 6 Baths
  • 7,670 Sq Ft

  27 Hillsley Rd, Darien, CT 06820

  Exquisitely renovated center hall colonial set on two perfectly manicured acres at end of quiet, private cul-de-sac, offering exceptional space & timeless appeal for both everyday living & entertaining. Renovated in 2023 by ERI Building & Design, this stunning six-bedroom home with private office, four full & two half baths showcases impeccable craftsmanship & sophisticated design throughout.

  Deborah Hidy Houlihan Lawrence

  27 Hillsley Rd, Darien, CT 06820
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  /25

  $7,450,000

  • 4 Beds
  • 5.5 Baths
  • 5,140 Sq Ft

  47 Husted Ln, Greenwich, CT 06830

  Elegant Regency style single-level living in a fabulous Greenwich location. This beautifully designed four-bedroom, five-and-one-half bath Home offers approximately 5,100 square feet of sun-filled living space with refined finishes and gracious proportions throughout. Expansive living and entertaining rooms, a stunning dining room, and a beautifully appointed kitchen create an effortless flow for

  Salley Maloney Houlihan Lawrence

  47 Husted Ln, Greenwich, CT 06830
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  /30

  $825,000

  • 4 Beds
  • 2.5 Baths
  • 2,606 Sq Ft

  44 Aunt Pattys Ln W, Bethel, CT 06801

  Set privately on 1.86 acres at the end of quiet country road, bordering Redding, don't miss this 4-bedroom, 2.5-bath Colonial offering the perfect blend of modern style and timeless comfort. Completely renovated in 2016, the home features thoughtfully designed living space with hardwood floors throughout and an open floor plan ideal for today's lifestyle. The sun-filled interior welcomes you with

  Carol Hanlon Coldwell Banker Realty

  44 Aunt Pattys Ln W, Bethel, CT 06801
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  /40

  $1,295,000

  • 5 Beds
  • 3.5 Baths
  • 4,381 Sq Ft

  55 Lilac Ln, Easton, CT 06612

  Welcome to 55 Lilac Lane, a storybook retreat nestled on 3 picturesque acres on a quiet cul-de-sac along Easton's desirable Trumbull border. This exceptional ranch/cape-style home offers the perfect blend of timeless elegance, privacy, and convenience, surrounded by stunning, fairy tale-like grounds with mature landscaping, manicured gardens, and serene outdoor living spaces. Designed for both

  Linda Almonte Berkshire Hathaway NE Prop.

  55 Lilac Ln, Easton, CT 06612
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  /11

  $5,990,000

  New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,900 Sq Ft

  10 Mary Jane Ln, Westport, CT 06880

  New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with

  Danna Rogers Higgins Group Bedford Square

  10 Mary Jane Ln, Westport, CT 06880
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  /40

  $3,150,000

  • 4 Beds
  • 4.5 Baths
  • 10,636 Sq Ft

  22 Nature Ln, Shelton, CT 06484

  The crown jewel of one of Fairfield County's most private enclaves, this secluded luxury estate is a rare offering with spectacular river & golf course views in a setting of quiet distinction. A true trophy estate where elegance, scale, & privacy converge. A circular drive leads to a dramatic double-height marble foyer with sweeping staircase, introducing a home defined by light & proportion. The

  Susan Vanech Compass Connecticut, LLC

  22 Nature Ln, Shelton, CT 06484
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  /27

  $1,399,000

  Open Sun 1PM - 3PM

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

  5 Lehn Farm Rd, Westport, CT 06880

  Tucked away in a storybook setting on over an acre of land, this beautifully rebuilt 3-bedroom home offers effortless one-level living surrounded by nature. A charming brook and picturesque wooden footbridges create a peaceful, private retreat unlike any other. Designed with an open floor plan and soaring vaulted ceilings, the sun-filled interior feels both spacious and inviting. The primary

  Lynne Nolan Compass Connecticut, LLC

  5 Lehn Farm Rd, Westport, CT 06880
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  /27

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 1,234 Sq Ft

  219 Redding Rd, Redding, CT 06896

  This antique home is a blend of rustic charm and modern finishes. You'll love the spacious & extremely accommodating living and dining rooms that allow for memorable gatherings. A large room on the main floor with adjoining half bath could be an ideal guest room, office or primary bedroom, allowing this home the possibility to live like a 4 bedroom. Original beams throughout the home not only

  Cher Iravani Redevelopment Realty Group

  219 Redding Rd, Redding, CT 06896
• 

  /2

  $3,600,000

  New Construction

  • 5 Beds
  • 6 Baths
  • 5,000 Sq Ft

  399 Ridgebury Rd, Ridgefield, CT 06877

  Create your Ridgefield legacy with this proposed luxury residence. With four or five en-suite bedrooms and an open floor plan, our elevated property with sweeping views is a once in a lifetime opportunity on an impeccable homesite. Opportunities like this are nearly extinct. This spectacular 3-acre parcel, one of the last remaining premiere building sites in Ridgefield, offers a rare opportunity

  Robert Neumann Houlihan Lawrence

  399 Ridgebury Rd, Ridgefield, CT 06877
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  /37

  $1,595,000

  • 4 Beds
  • 4 Baths
  • 3,362 Sq Ft

  200 Joan Dr, Fairfield, CT 06824

  Nestled in the heart of the most desirable neighborhood in Fairfield with elegant flow, and outstanding indoor-outdoor living. This beautifully renovated home features 4 bedrooms, 2.2 bathrooms and a thoughtfully designed layout with meticulous craftsmanship for modern living. Highlights include an open concept family room with a cozy fireplace, formal dining room, and a gourmet kitchen with

  Naima Mazouzi Eagle Eye Realty PLLC

  200 Joan Dr, Fairfield, CT 06824
• 

  

  /17

  $13,950,000

  • Land
  • 7.2 Acres
  • $1,937,500 per Acre

  122 Round Hill Rd, Greenwich, CT 06831

  Seven-plus acres on Round Hill Road, brought to market after six decades in one family. An existing approximately 8,000 SF Connecticut Colonial sits on the parcel -- livable today and easily occupied during the planning and entitlement phase. Additional improvements include a nearly one-acre pond at the back of the property, a resort-style pool, tennis court, two-bedroom guest cottage, and

  Leslie McElwreath Sotheby's International Realty

  122 Round Hill Rd, Greenwich, CT 06831
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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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  /40

  $25,000,000

  • 6 Beds
  • 11 Baths
  • 19,569 Sq Ft

  1131 Sasco Hill Rd, Fairfield, CT 06824

  Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

  Andrew Whiteley Brown Harris Stevens

  1131 Sasco Hill Rd, Fairfield, CT 06824
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  /39

  $1,599,000

  • 4 Beds
  • 2.5 Baths
  • 3,911 Sq Ft

  50 Calvin Rd, Wilton, CT 06897

  Set on over two private acres along the Wilton/Weston border, this architecturally distinct Contemporary offers a compelling blend of design, privacy & setting. Ideally positioned in southern Wilton, the home offers rare convenience-just minutes to Wilton Center, Weston, Westport & Georgetown. A circular drive leads to the home, where striking vertical siding and thoughtfully designed grounds

  Matthew Nuzie RE/MAX Right Choice

  50 Calvin Rd, Wilton, CT 06897
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  /40

  $3,450,000

  $225K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 6,015 Sq Ft

  4 Charcoal Ln, Westport, CT 06880

  A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate, thoughtfully reimagined with an array of stunning features and superior craftsmanship. Sited on 2 private acres, this extraordinary property offers priceless panoramic views of a 7-acre nature preserve, affording permanent tranquility and a sense of wonder. The meticulous renovations center around a

  Carol Langeland William Pitt Sotheby's Int'l

  4 Charcoal Ln, Westport, CT 06880
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  /39

  $17,995,000

  • 7 Beds
  • 10 Baths
  • 15,216 Sq Ft

  19 Khakum Dr, Greenwich, CT 06831

  Privately set on more than 6 extraordinary acres within the prestigious Khakum Wood Association, this award-winning estate offers distinction, privacy, and architectural excellence in an A+ location. Clad in limestone, fieldstone, and stucco and crowned by a graduated slate roof, the residence is defined by timeless elegance and exceptional quality. Bright interiors feature soaring ceilings,

  Deborah Ward Sotheby's International Realty

  19 Khakum Dr, Greenwich, CT 06831
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  /49

  $18,500,000

  • 6 Beds
  • 9 Baths
  • 10,275 Sq Ft

  41 Meadow Wood Dr, Greenwich, CT 06830

  With breathtaking views of Long Island Sound, this custom-built Mediterranean-style home is nestled in an exclusive gated community known as Quarry Farm in Belle Haven. Featuring a terracotta-tiled roof, this luxurious home boasts 6-bedrooms and 6.3 baths on 4.7 acres of land. The central courtyard, which serves as the heart of the home, is surrounded by common living areas with extra-height

  Jennifer Ho Douglas Elliman of Connecticut

  41 Meadow Wood Dr, Greenwich, CT 06830
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  /33

  $9,500,000

  $1M PRICE DROP

  • 6 Beds
  • 7 Baths
  • 9,834 Sq Ft

  174 Round Hill Rd, Greenwich, CT 06831

  Spectacular lifestyle - this custom built handsome Colonial is set up high on 2 exceptional acres in the coveted Golden Triangle and just minutes from town and schools. This sun-filled 6-bedroom home with 10' ceilings is designed for seamless indoor-outdoor living. Gracious formal and informal rooms, a gourmet eat-in kitchen, and family room open to an expansive terrace with outdoor fireplace and

  B.K. Bates Houlihan Lawrence

  174 Round Hill Rd, Greenwich, CT 06831
• 

  /2

  $1,395,000

  • Land
  • 2.77 Acres
  • $503,610 per Acre

  183 Mount Pleasant Rd, New Town, CT 06470

  This 2.77 Acre Land Was Ready Approved for A 24,000.00 SF Medical Building. Also this land under the Newtown Zoning can be used for mix's use retails and residential, shopping center, storage and lots Commercial uses. gas station and car wash used car dealers Industrial Were house. Land is located next bib Y ideal commuting location only minuets way from i 84. More Zoning Information are

  Paul Rullo Paul Rullo Real Estate

  183 Mount Pleasant Rd, New Town, CT 06470
• 

  /2

  $499,000

  • Land
  • 8.89 Acres
  • $56,130 per Acre

  65 Umpawaug Rd, Redding, CT 06896

  Glorious interior lot in pine setting on scenic Umpawaug Rd. Owner architect/builder can design and build to suit. See listing #170511696 Owner/agent

  Jodi Langford Coldwell Banker Realty

  65 Umpawaug Rd, Redding, CT 06896
• 

  

  /34

  $8,250,000

  • 6 Beds
  • 9 Baths
  • 9,295 Sq Ft

  34 Dublin Hill Dr, Greenwich, CT 06830

  Ideally located on a picture-perfect cul-de sac, this Shingle Style house has had just one owner since it was built in 2005. A well-conceived 9,295 +/-SF floor plan comprises six bedrooms, seven full bathrooms and two powder rooms, plus five fireplaces. High ceilings invite an abundance of light, while exquisite millwork, rich hardwood floors and a desirable layout highlight the appealing

  Leslie McElwreath Sotheby's International Realty

  34 Dublin Hill Dr, Greenwich, CT 06830
• 

  

  /39

  $1,350,000

  • 4 Beds
  • 3.5 Baths
  • 5,436 Sq Ft

  80 E Ridge Rd, Stamford, CT 06903

  80 East Ridge Road - Deerfield Estate, Stamford, CT. Nestled in a prestigious North Stamford enclave, this residence sits on 1.16 landscaped acres, offering an extraordinary blend of architectural grandeur, absolute privacy, and effortless access to NYC. From the moment you arrive, the transformation is striking. 20 newly planted trees frame a re-landscaped garden - a lush sanctuary crossed by a

  Catherine Richardson William Pitt Sotheby's Int'l

  80 E Ridge Rd, Stamford, CT 06903

Showing Results 161 - 200, Page 5 of 15