Greater Bridgeport Planning Region, CT Homes for Sale

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  /12

  $4,995,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,440 Sq Ft

  238 Hillspoint Rd, Westport, CT 06880

  The dream of waterfront living is officially taking shape-construction is underway by renowned builder The O'Dell Group. This is your chance to secure a front-row seat to the Long Island Sound on one of Westport's most prestigious stretches of coastline. This exceptional property offers direct water frontage + sweeping, uninterrupted views of the Sound + the iconic Old Mill Beach. Imagine waking

  Karen Scott Compass Connecticut, LLC

  238 Hillspoint Rd, Westport, CT 06880
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  /40

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,110 Sq Ft

  130 Brandon Ave, Stratford, CT 06614

  Located in the heart of the North End of Stratford and a short distance to Paradise Green. Hard to find, main level, 3 room in-law apartment with separate entrance and access to the main house. The apartment even has its own washer and dryer. The main level is very versatile with 3 bedrooms, 2 full baths, living room and kitchen with sliders leading to a beautiful, park like, fenced in back yard.

  Gary Piccirillo RE/MAX Right Choice

  130 Brandon Ave, Stratford, CT 06614
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  /30

  $775,000

  $50K PRICE DROP

  • 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, this 4-bedroom, 2.5-bath Colonial offers 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 a foyer that

  Carol Hanlon Coldwell Banker Realty

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

  $2,950,000

  Open Sun 1PM - 3PM $175K PRICE DROP

  • 6 Beds
  • 6.5 Baths
  • 5,320 Sq Ft

  420 Morehouse Ln, Southport, CT 06890

  Nestled on a private lane, this Southport luxury estate offers a pin-drop quiet setting just minutes from Southport Village, Southport Harbor, the Southport train station, I-95, and the Merritt Parkway. Set on over two level acres, it blends tranquility and convenience. The home features six bedrooms, including a gracious first-floor primary suite with a fireplace, dual spa-like bathrooms,

  Amanda Heyn William Raveis Real Estate

  420 Morehouse Ln, Southport, CT 06890
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  /36

  $1,075,000

  $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,949 Sq Ft

  63 Chester St, Milford, CT 06460

  Imagine waking up to ocean breezes and ending your day relaxing on one of your private decks. Nestled on a peaceful street near Gulf Beach, 63 Chester Street is a stunning coastal sanctuary offering four levels of beautifully designed space and gleaming hardwood floors throughout. Step into the welcoming ground-floor entry foyer, which offers direct access to an expansive garage, and head

  Michael Hvizdo Coldwell Banker Realty

  63 Chester St, Milford, CT 06460
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  /8

  $599,000

  • 6 Beds
  • 2 Baths
  • 2,040 Sq Ft

  63 Academy Hill Rd, Derby, CT 06418

  EXCELLENT HILLTOP LOCATION. BUILT IN 2010 TWO STORY WITH SAME UPSTAIRS/DOWNSTAIRS LAYOUT OF 3 BEDROOMS, FULL BATH & KITCHEN ON EACH FLOOR. NINE FOOT CEILINGS THROUGHOUT. HUGE BASEMENT. SHED IN BACK FOR TRACTORS, ETC. BEAUTIFUL PROPERTY IN A CONVENIENT LOCATION AVAILABLE IMMEDIATELY. EXECUTOR SALE-NO DISCLOSURES. POSSIBLE SIDE LAND PROPERTY PURCHASE.

  Edward Chaber DEVLIN AGENCY THE

  63 Academy Hill Rd, Derby, CT 06418
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  /15

  $137,500

  $12K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  90 Sims St, Bridgeport, CT 06604

  Nestled in a charming historic seaside village, this inviting 2-bedroom, 1-bath cooperative offers a rare opportunity to enjoy coastal living just a short stroll from the beach. Featuring a private backyard, this home provides a peaceful outdoor retreat-perfect for relaxing, container gardening, or enjoying the fresh ocean breeze. The lower level includes convenient storage space and a

  Stanley Romsaint BHGRE Gaetano Marra Homes

  90 Sims St, Bridgeport, CT 06604
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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

  $200,000

  • 3 Beds
  • 1.5 Baths
  • 1,198 Sq Ft

  10 Hawthorne Ave Unit 12, Derby, CT 06418

  Best Value in Derby! Opportunity awaits! Bring your vision and make this spacious three-bedroom, 1.5-bath end-unit condo your own. Offered as is, this property is in need of updating and repairs but offers a fantastic opportunity for investors, renovators, or buyers looking to build equity. The three-level layout features a welcoming foyer with laundry area and access to the attached garage.

  Renee Mascia RE/MAX Right Choice

  10 Hawthorne Ave Unit 12, Derby, CT 06418
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  /2

  $99,900

  • Land
  • 7,405 Sq Ft
  • $587,647 per Acre

  8 Holbrook Place, Ansonia, CT 06401

  Building lot for sale. Close to highways, shopping and walking distance to downtown. Currently owned by a church so no taxes currently being paid. Buyer to do their due diligence with town.

  Lisa Glazer Berkshire Hathaway NE Prop.

  8 Holbrook Place, Ansonia, CT 06401
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  /40

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 4,560 Sq Ft

  19 Hi Barlow Rd, Newtown, CT 06470

  Tucked away in Newtown's sought-after Hattertown neighborhood, this private retreat offers over 4,500 square feet of finished living space on 3 beautiful acres surrounded by mature trees, gardens, and natural beauty. Combining space, privacy, and outdoor living, the property offers a unique combination of features rarely found in one setting. Inside, soaring ceilings, exposed beams, expansive

  Byron Campos eXp Realty

  19 Hi Barlow Rd, Newtown, CT 06470
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  /37

  $350,000

  $39K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 1,745 Sq Ft

  408 East Ave, Bridgeport, CT 06610

  Completely renovated and move-in ready, exceptional opportunity for both owner-occupants and investors. This spacious 5-bedroom, 2.5-bath home features approximately 1,745 square feet of living space and blends modern updates with flexible functionality. The property has been thoughtfully remodeled with updated finishes, a bright and spacious kitchen, well-maintained bathrooms, and generously

  Rafael Suarez eXp Realty

  408 East Ave, Bridgeport, CT 06610
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  /2

  $220,000

  • 1 Bed
  • 1 Bath
  • 837 Sq Ft

  2625 Park Ave Unit 8L, Bridgeport, CT 06604

  Embassy Towers great location convenient to shopping restaurants and public transportation in-ground pool, front desk security newer floors , recently painted move in condition

  Ruth Smey Westfair Realty Group, LLC

  2625 Park Ave Unit 8L, Bridgeport, CT 06604
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  /23

  $589,900

  $50K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,016 Sq Ft

  5 Sharon Ct, Shelton, CT 06484

  Welcome to the Long Hill area of Shelton. This well maintained and recently updated Raised Ranch has a beautifully updated open concept kitchen in 2020, a fully remodeled bath (2025), a family room with vaulted ceilings and propane stove, hardwood floors, 3 spacious bedrooms on the main level with an additional room in the lower level. Newer central air and furnace and a partially fenced in

  Deborah Shuster Enterprise Realty, Inc.

  5 Sharon Ct, Shelton, CT 06484
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  /19

  $539,900

  • 2 Beds
  • 2 Baths
  • 1,767 Sq Ft

  135 Mayfield Dr, Trumbull, CT 06611

  Not all condos are created equal, and 135 Mayfield Drive proves it. Offering approximately 1,774 square feet, this is one of the larger residences in the community-and maybe one of a few units with direct access from the attached two-car garage into the home, providing a level of convenience and privacy that simply isn't available anywhere else in the complex. Inside, you'll find a spacious and

  Kristen Heinrich BHGRE Gaetano Marra Homes

  135 Mayfield Dr, Trumbull, CT 06611
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  /20

  $649,000

  • 6 Beds
  • 3 Baths
  • 2,234 Sq Ft

  981 William St Unit 983, Bridgeport, CT 06608

  Excellent opportunity to own a legal three-family property in a convenient Bridgeport location. The property offers six bedrooms and three full bathrooms across three separate units, along with a full walk-out basement providing additional storage. Features include newer heating systems, hot water heaters, roof, vinyl siding, thermopane windows, and updated kitchens and bathrooms. Enjoy an

  Minerva Vega Lozano Five Stars Realty

  981 William St Unit 983, Bridgeport, CT 06608
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  /40

  $2,499,000

  Open Sat 1PM - 3PM

  • 5 Beds
  • 7 Baths
  • 7,317 Sq Ft

  3080 Sturges Hwy, Westport, CT 06880

  Welcome to 3080 Sturges - Fully Renovated Home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by

  Ryan Sullivan Berkshire Hathaway NE Prop.

  3080 Sturges Hwy, Westport, CT 06880
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  /40

  $939,900

  Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 4,094 Sq Ft

  133 Bug Hill Rd, Monroe, CT 06468

  An elegant Monroe Colonial awaits gracefully blending classic architecture with thoughtful modern updates. This exceptional home offers more than 4000 square feet of beautifully appointed living space. Designed for both everyday comfort & effortless entertaining. The heart of the home is the updated kitchen, featuring newer quartzite countertops, stainless steel appliances, a center island, and

  Stacy Pfannkuch Century 21 AllPoints Realty

  133 Bug Hill Rd, Monroe, CT 06468
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  /25

  $629,000

  • 3 Beds
  • 1.5 Baths
  • 1,960 Sq Ft

  73 Gay Bower Rd, Monroe, CT 06468

  Welcome to 73 Gay Bower Road, a beautifully renovated home set on over an acre in a desirable Monroe neighborhood. Thoughtfully updated throughout, this property blends quality finishes, modern design, and generous living and entertaining space. Inside, stained oak hardwood floors are complemented by crown molding, upgraded trim, built-in closet systems, and ambient recessed lighting with

  Kyle Neumann Houlihan Lawrence

  73 Gay Bower Rd, Monroe, CT 06468
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  /40

  $634,000

  • 4 Beds
  • 3 Baths
  • 3,140 Sq Ft

  556 Pepper St, Monroe, CT 06468

  Don't let the exterior fool you, this home offers much more space than meets the eye! Welcome to this versatile 4-bedroom, 3-bath single-family home with over 3,100 sq. ft. of living space on 1.33 private acres. Featuring 2 kitchens and 2 spacious living rooms, the flexible layout is ideal for multigenerational living, a potential private in-law suite, or the potential for rental income. Recent

  Jennifer Vargas Coldwell Banker Realty

  556 Pepper St, Monroe, CT 06468
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  /12

  $399,999

  • 3 Beds
  • 1.5 Baths
  • 1,460 Sq Ft

  71 Willow St, Milford, CT 06460

  Opportunity awaits at 71 Willow Street, an exceptionally charming 1915 coastal home offering 3 bedrooms, 1.5 baths, and 1,460 square feet in Milford's desirable Fort Trumbull beach neighborhood. Set moments from Fort Trumbull Beach, Milford Harbor, Underhill Field, and neighborhood conveniences, the location captures the best of relaxed coastal living. The interior is ready for a complete

  Mike Tarantino West Shore Realty

  71 Willow St, Milford, CT 06460
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  /39

  $649,900

  • 3 Beds
  • 3 Baths
  • 1,795 Sq Ft

  101 Sport Hill Rd, Easton, CT 06612

  This is a move-in-ready, well-maintained Cape Cod-style home which offers a rare combination of updates, functionality, and classic charm in Lower Easton. Ideally located with convenient access to the Merritt Parkway, shopping, and local amenities, the home provides an easy lifestyle in one of the area's most desirable communities. A stone exterior and circular driveway create a welcoming first

  Katiria Chiluisa RE/MAX Right Choice

  101 Sport Hill Rd, Easton, CT 06612
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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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  /27

  $799,900

  • 6 Beds
  • 3.5 Baths
  • 3,417 Sq Ft

  204 Savoy St, Bridgeport, CT 06606

  Spacious three-family home in a prime North End location, situated on an oversized corner lot with a detached two-car garage and fenced-in yard featuring a paver patio. Each unit offers generous living space with updates throughout, including beautiful hardwood floors, detailed millwork, and modern kitchens with updated appliances. The first- and second-floor units are currently being used as

  Steven Lage Coldwell Banker Realty

  204 Savoy St, Bridgeport, CT 06606
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  /20

  $599,900

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  84 Dalton Rd, Milford, CT 06460

  Welcome to 84 Dalton Road, a beautifully remodeled Cape Cod-style home located in Milford's desirable Woodmont neighborhood, just minutes from the beach. Situated on a fully fenced, level lot, this move-in-ready home offers the perfect blend of style, functionality, and modern updates. The main level features a spacious primary bedroom suite complete with a beautifully renovated full bathroom.

  Rachel Mitchell Venture Real Estate, Inc.

  84 Dalton Rd, Milford, CT 06460
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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 mere minutes from top-rated schools, shopping, restaurants and all that Westport has to offer. Sited on 2 private acres, this extraordinary property offers panoramic views of a 7-acre nature preserve, affording permanent tranquility. The meticulous renovations center around a gracious farmhouse-style

  Carol Langeland William Pitt Sotheby's Int'l

  4 Charcoal Ln, Westport, CT 06880
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  /17

  $1,989,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,110 Sq Ft

  301 Godfrey Rd, Fairfield, CT 06825

  Be inspired to live your best life in this to-be-built Colonial, sited on a beautifully level and private .46-acre lot, an increasingly rare offering in the coveted Lake Mohegan area of Fairfield. Offering Spring 2027 occupancy, this home blends quality craftsmanship with a thoughtfully designed floor plan that evolves with you. The home unfolds with a seamless flow of light-filled spaces, where

  Dominika Wojciechowski Houlihan Lawrence

  301 Godfrey Rd, Fairfield, CT 06825
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  /6

  $875,000

  Open Sat 12PM - 2PM $24K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,591 Sq Ft

  383 Main St, Westport, CT 06880

  Great opportunity for Investors, Builders or First Time Home Buyers to renovate or Tear Down and Build a New House in Westport. 3-4 Bedrooms & 2 Bath Cape in need of Rehab. House has Spacious Living Room, Kitchen, Dining area Full bath on the first Floor, Master Bedroom, Full bath & Family Room on 2nd floor. Family Room can be converted into 4th Bedroom. House is Close to Downtown, Shopping,

  Aziz Seyal William Raveis Real Estate

  383 Main St, Westport, CT 06880
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  /2

  $75,000

  $5K PRICE DROP

  • Land
  • 5,227 Sq Ft
  • $625,000 per Acre

  67 Lincoln Ave, Milford, CT 06460

  Massive opportunity to own land in highly desired town of Milford. Lot at the end of the street. Minutes away from shopping, dining, and schools. Easy access to major highways. Buyers to do their own research.

  Mike Tarantino West Shore Realty

  67 Lincoln Ave, Milford, CT 06460
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  /12

  $1,199,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  268 Newton Rd, Woodbridge, CT 06525

  Welcome to 268 Newton Road in Woodbridge a stunning new construction 4-bedroom, 2.5-bath modern Colonial set on over 5 acres of beautiful land, offering privacy, space, and upscale design. Step inside to an open-concept floor plan living room with a gas fireplace, creating a bright and inviting focal point. The custom kitchen featuring an oversized island, wet bar, and coffee station. The main

  Frank D'Ostilio Houlihan Lawrence WD

  268 Newton Rd, Woodbridge, CT 06525
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  /4

  $1,350,000

  • Land
  • 1.96 Acres
  • $688,776 per Acre

  2643 Easton Turnpike, Fairfield, CT 06825

  This is a 1.96 acre parcel of land zoned R-3 that includes an 1,800 sf two story, eight room, three bedroom house that was built in 1924. It is currently rented for $4,000 per month. The roof is about ten years old. There is an 85+/- foot strip of land that runs along the northerly border of this property that has power lines running through it. An area of wetlands also exists, which is primarily

  Stephen Hodson Hodson Realty, Inc.

  2643 Easton Turnpike, Fairfield, CT 06825
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  /7

  $625,000

  $25K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 3,020 Sq Ft

  111 Calhoun Place Unit 115, Bridgeport, CT 06604

  Beautiful 3 family on private street, a must see!!! Long term tenants full turn key.

  Komica Coote-Burwell Coote & Burwell Realty,LLC

  111 Calhoun Place Unit 115, Bridgeport, CT 06604
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  /29

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  166 Earl Ave, Bridgeport, CT 06606

  Welcome home to this charming 3-bedroom colonial in Bridgeport's sought-after North End! Step inside to find gleaming hardwood floors flowing seamlessly through the spacious living room, formal dining room, and all three bedrooms. The inviting eat-in kitchen comes fully equipped with sleek stainless steel oven range and durable tile flooring. Outdoor living features an expansive rear deck that is

  Eddie Gutierrez BHGRE Gaetano Marra Homes

  166 Earl Ave, Bridgeport, CT 06606
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  /9

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,252 Sq Ft

  27 Plateau Ave, Bridgeport, CT 06606

  Charming Ranch style home with 3 spacious bedrooms and 1 1/2 baths. Prime North End, desirable location in Bridgeport. Close to the Fairfield line and Sacred Heart University. Must see to appreciate. Lower level is the full length of the home, for additional space or for an in-law setup. Excellent opportunity for a First Time Buyer to own or for an Investor expansion. Property is being Sold As Is.

  Evron Davis US Asset Realty

  27 Plateau Ave, Bridgeport, CT 06606
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  /40

  $899,000

  $100K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,248 Sq Ft

  5 Bridge Rd, Monroe, CT 06468

  New construction in 2021, this exceptional waterfront home blends modern design, comfortable living, and an unbeatable location. With 3 bedrooms, 3 full bathrooms, and 1 half bath, the layout is both spacious and functional. The heart of the home is the open floor plan, where a luxury kitchen flows seamlessly into the main living area beneath impressive, vaulted ceilings, creating a bright and

  Sebastian Barneby Anchor Point

  5 Bridge Rd, Monroe, CT 06468
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  /24

  $999,000

  • Land
  • 2.06 Acres
  • $484,951 per Acre

  263 & 271 S Main St, Newtown, CT 06470

  An exceptional commercial opportunity awaits with two adjacent parcels totaling 2.06 acres, ideally positioned along South Main Street Route 25 in a highly visible, high traffic corridor. Offered together as a single package, 271 South Main Street encompasses 1.18 acres and 263 South Main Street adds an additional 0.88 acres, creating a versatile footprint with outstanding exposure to

  Daniel Leyden KW Legacy Partners

  263 & 271 S Main St, Newtown, CT 06470
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  /25

  $6,800,000

  • 5 Beds
  • 3.5 Baths
  • 3,967 Sq Ft

  52 Compo Mill Cove, Westport, CT 06880

  The best vacations are the ones you never have to leave. Set on the shores of Compo Mill Cove in the heart of Westport's coveted Compo Beach neighborhood, this exceptional FEMA compliant Michael Greenberg-designed waterfront home offers the ultimate coastal lifestyle. State-of-the-art systems, including geothermal heating and cooling and tankless hot water, provide exceptional efficiency and

  Carly Woodard William Pitt Sotheby's Int'l

  52 Compo Mill Cove, Westport, CT 06880
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  /35

  $979,000

  Open Sun 12PM - 2PM $71K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 4,931 Sq Ft

  16 Founders Way, Monroe, CT 06468

  Welcome to this exceptional 5 BR, 2.5 bath custom-built colonial tucked away on a desirable cul-de-sac in one of Monroe's most sought-after neighborhoods. Offering an ideal blend of elegance, functionality, and modern updates, this spacious home is designed for today's lifestyle. A grand two-story foyer welcomes you inside with a stunning herringbone entryway and a double staircase that makes an

  Kenneth Zerella II William Raveis Real Estate

  16 Founders Way, Monroe, CT 06468
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  /38

  $2,850,000

  • 5 Beds
  • 6 Baths
  • 7,577 Sq Ft

  73 Foggwood Cir, Fairfield, CT 06824

  Spectacular custom estate built by Andy Frank in prestigious Greenfield Hill featuring a rare first-floor primary suite w/fireplace, spacious WIC, luxurious spa bath & vaulted ceiling -- a true standout for convenient main-level living. Set on over 2 magnificent landscaped acres on a double cul-de-sac, this home delivers resort-style living w/exceptional privacy. Outside, an oversized free-form

  Veronica Monahan Compass Connecticut, LLC

  73 Foggwood Cir, Fairfield, CT 06824
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  /39

  $2,050,000

  $145K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,512 Sq Ft

  50 Brookbend Rd, Fairfield, CT 06824

  An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors &

  Kate Cacciatore William Raveis Real Estate

  50 Brookbend Rd, Fairfield, CT 06824

Showing Results 281 - 320, Page 8 of 18