Southport, CT Homes for Sale

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  /39

  $5,895,000

  • 4 Beds
  • 5 Baths
  • 7,105 Sq Ft

  80 Compo Rd N, Westport, CT 06880

  ARCHITECTURE. QUALITY. LOCATION. Exquisite custom shingle-style retreat in the heart of Westport. Discover elegance and privacy in this better-than-new home on a picturesque 1.5-acre landscaped hill. Centrally located, this classic yet modern residence offers privacy with walk-to-town convenience. Be enchanted by the sophisticated curved staircase leading to a family room with 10-foot coffered

  Adrienne Durkin Compass Connecticut, LLC

  80 Compo Rd N, Westport, CT 06880
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  /4

  $1,049,000

  • 3 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  110 Cross Hwy, Westport, CT 06880

  This house is a tear down. listing agent to show. Exterior showings only.

  Kelly Loucas Compass Connecticut, LLC

  110 Cross Hwy, Westport, CT 06880
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  /7

  $1,095,000

  • 4 Beds
  • 5 Baths
  • 3,595 Sq Ft

  251 Soundview Ave, Fairfield, CT 06825

  Experience the pinnacle of luxury living in this exquisite new construction home, ideally located in the heart of Fairfield. Spanning four levels of beautifully designed space, this residence seamlessly blends elegance with modern convenience. With 4 beds & 5 baths, every inch of this home is crafted for sophisticated comfort. The open-concept main floor is flooded with natural light, featuring a

  Karim Douich William Raveis Real Estate

  251 Soundview Ave, Fairfield, CT 06825
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  /34

  $4,200,000

  • 6 Beds
  • 8 Baths
  • 6,960 Sq Ft

  42 Morningside Dr S, Westport, CT 06880

  Nestled within a picturesque enclave of distinguished luxury homes in Westport's coveted Greens Farms neighborhood, you'll know you've arrived as mature, stately hedges guide you down a flowering, tree-lined driveway. This Hampton-style home has been masterfully reimagined and updated by its current owners. It sings with natural light, refined millwork, custom moldings, and offers an elegant

  Jaclyn Picarillo Higgins Group Bedford Square

  42 Morningside Dr S, Westport, CT 06880
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  /20

  $1,825,000 Open Sun 10AM - 11AM

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  41 Richmondville Ave Unit 303, Westport, CT 06880

  IMMEDIATE OCCUPANCY! Only 5 homes remain!! A third floor 1 bed+den with 2-baths at The Mill! Cooking will be a delight with the high-end appliances and custom cabinetry completes the space. The primary bedroom has 2 closets & a luxurious bathroom with heated floors. The living room has a gas fireplace, and this vintage home features historic details. Your large den has access to a full

  Ashlei De Souza Serhant Connecticut LLC

  41 Richmondville Ave Unit 303, Westport, CT 06880
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  /23

  $1,995,000

  • 4 Beds
  • 2.5 Baths
  • 4,376 Sq Ft

  42 Kings Hwy S, Westport, CT 06880

  Welcome to this exquisitely renovated modern farmhouse, showcasing refined craftsmanship and elegant newly updated hardwood flooring throughout. Upon entering through the gracious foyer, you are greeted by an impressive living room featuring soaring double-height ceilings and a striking floor-to-ceiling stone fireplace. The gourmet chef's kitchen is a true highlight, equipped with custom

  Marlie Van Zyl Larracuente & Johnson Realty, LLC

  42 Kings Hwy S, Westport, CT 06880
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  /39

  $1,535,000

  • 2 Beds
  • 2.5 Baths
  • 2,774 Sq Ft

  504 Harvest Commons Unit 504, Westport, CT 06880

  This is not your Mamma's Harvest Commons. With over $300K in improvements it's like new, only better offering a multi-generational layout and tremendous usable space. You have all the conveniences of one level living, plus the privacy of separate levels. The first floor includes a sun-filled living room with vaulted ceilings, a wood burning fireplace, and custom built-ins. The chef's kitchen is

  Carrie Perkins RE/MAX Heritage

  504 Harvest Commons Unit 504, Westport, CT 06880
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  /19

  $2,399,000

  • Land
  • 1.02 Acres
  • $2,351,961 per Acre

  6 Stony Point Rd, Westport, CT 06880

  Prestigious Stony Point location nestled in the heart of Saugatuck with water views. Upscale, quaint and charming neighborhood of high-end homes.This is a two tiered lot, the lower lot is a possible ADU site, totally separate from where the main house can be built. Walk to the train station, dine at the nearby eateries, a quick drive to Longshore, Compo and downtown. The yearly common charges are

  Debra Kandrak William Raveis Real Estate

  6 Stony Point Rd, Westport, CT 06880
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  /39

  $3,300,000

  • 4 Beds
  • 5 Baths
  • 3,800 Sq Ft

  171 & 169 Compo Rd S, Westport, CT 06880

  REDUCED Below market value! Stunning new construction w/ 3900+SF tucked well away from the road offering a serene private setting nestled on a conforming .50 acre parcel with REMARKABLE and UNEQUALED potential. Offering fabulous convenience to Saugatuck train, Longshore town-golf club, Compo Beach and Downtown all via sidewalks. Combined and purchased together, 171 & 169 Compo Rd. S., can make

  Tanya Sprague William Raveis Real Estate

  171 & 169 Compo Rd S, Westport, CT 06880
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  /28

  $639,900

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

  261 High St, Fairfield, CT 06824

  Beautifully updated home ready for its new owners. Featuring a bright open concept floor plan. Gorgeous custom kitchen with shaker cabinets, center island with waterfall countertop and inlay lighting, and new SS appliance package. New paint and hardwood floors throughout. New hardware and LED lighting. Stunning modern tile bath on main level. Finished walk-out lower level adds 600sf of additional

  Basil Amso RE/MAX Right Choice

  261 High St, Fairfield, CT 06824
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  /31

  $650,000

  • 5 Beds
  • 2 Baths
  • 1,950 Sq Ft

  26 Longfellow Ave, Fairfield, CT 06825

  Great Investment Opportunity in Fairfield's Tunxis Hill Neighborhood. This well-kept two-family home is located in the sought-after Tunxis Hill area of Fairfield. Ideally positioned close to shopping centers, restaurants, and with quick access to I-95, this property combines convenience, comfort, and income potential. The first-floor unit offers 3 bedrooms and 1 bathroom, featuring a recently

  Jaquan Jones RE/MAX Right Choice

  26 Longfellow Ave, Fairfield, CT 06825
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  /37

  $3,250,000 Open Sun 12PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  450 Penfield Rd, Fairfield, CT 06824

  New Construction in coveted BEACH AREA! This 4,000 sqft custom Colonial blends coastal charm with modern luxury-just a short walk to Penfield Beach, Fairfield Beach Club, vibrant downtown, the train, and top-rated schools. With 5-6 bedrooms, 4.5 baths, and 3 finished levels, this elevator-ready home offers exceptional design, flow, and comfort. The open concept kitchen is both functional and

  Julie Vanderblue Higgins Group Real Estate

  450 Penfield Rd, Fairfield, CT 06824
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  /40

  $1,900,000

  • 4 Beds
  • 4 Baths
  • 4,950 Sq Ft

  260 Range Rd, Southport, CT 06890

  Located on a quiet cul-de-sac in one of Southport's premier family neighborhoods, this elegant 4-bedroom, 2 full and 2 half-bath Colonial by Toll Brothers combines timeless design with modern comfort. The stately "Cedarbrook" Federal Colonial model welcomes you with a grand two-story foyer, setting the stage for the sophisticated interiors. Formal living and dining rooms are ideal for

  Julie Vanderblue Higgins Group Real Estate

  260 Range Rd, Southport, CT 06890
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  /24

  $179,999

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft

  2370 North Ave Unit 12G, Bridgeport, CT 06604

  Welcome to The Regency! The moment you step into this fully renovated top-floor unit, you'll be blown away by the sleek, modern updates throughout. From the marble floors to the brand-new kitchen, bathroom, and detailed wall moldings-no detail was overlooked. The design is stylish and elegant, but the real showstopper? The oversized balcony with absolutely stunning views of the Long Island Sound

  Jason Schmeltzer Coldwell Banker Realty

  2370 North Ave Unit 12G, Bridgeport, CT 06604
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  /28

  $1,475,000

  • 4 Beds
  • 3 Baths
  • 2,128 Sq Ft

  33 Pumpkin Hill Rd, Westport, CT 06880

  Stylish. Sunlit. Seamless. Set on a private, level acre on one of Westport's most desirable streets, this turn-key 4-bedroom, 3-bath home blends modern updates with everyday comfort. Fully renovated and move-in ready, it features a bright open layout with oversized windows, custom kitchen with quartz counters and stainless appliances, and French doors that open to a new private deck-perfect for

  Fred DeMatteo William Raveis Real Estate

  33 Pumpkin Hill Rd, Westport, CT 06880
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  /40

  $3,695,000

  • 5 Beds
  • 6.5 Baths
  • 7,970 Sq Ft

  6 Florian Ct, Westport, CT 06880

  Stunning, Custom Colonial on premier Westport cul-de-sac. Set on 1.1 acres of beautifully manicured grounds, this meticulously maintained home offers the perfect blend of luxury/serenity. Plus it's all set up for multigenerational living with separate, new 973 SF Apt! The private, flat, dry backyard at 6 Florian is ideal for outdoor enjoyment. Out/indoors are well integrated, w/charming blue

  Lori Popkin Coldwell Banker Realty

  6 Florian Ct, Westport, CT 06880
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  /8

  $160,000

  • 1 Bed
  • 1 Bath
  • 911 Sq Ft

  2370 North Ave Unit 6A, Bridgeport, CT 06604

  Stunning 6th-Floor End Unit in The Regency - Prime Brooklawn Location! Experience elevated living in this desirable 6th-floor end unit at The Regency, perfectly situated in the sought-after Brooklawn neighborhood near the Fairfield, CT line. This spacious condo is bathed in abundant natural light and offers breathtaking panoramic city views. Impeccably maintained, this residence features

  Melissa Jimenez Premier Properties of CT

  2370 North Ave Unit 6A, Bridgeport, CT 06604
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  /40

  $1,585,000 Open Sat 11AM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 1,416 Sq Ft

  785 Post Rd E Unit 104, Westport, CT 06880

  Near Completion: Located in the heart of Westport, The Gables of Westport presents a collection of eight luxury townhomes and five flats, offering the ease of in-town living with close proximity to Metro-North Train, Longshore Club and Park (for Westport residents), Compo Beach, highways, restaurants, shopping, entertainment and other conveniences. The latest project of bespoke luxury builder RPM

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 104, Westport, CT 06880
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  /27

  $1,245,000

  • 5 Beds
  • 3.5 Baths
  • 2,930 Sq Ft

  183 Pepperidge Cir, Fairfield, CT 06824

  Situated on a quiet, tree-lined street in one of Fairfield's most desirable neighborhoods, this picturesque home has been taken down to the studs and meticulously rebuilt inside and out: Hardy-board siding, sprayfoam insulation, new electrical, plumbing, HVAC, roof, windows, garage door, driveway, bathrooms, kitchen, newly added entire third floor with office, two large walk-in closets, laundry

  Imke Lohs Compass Connecticut, LLC

  183 Pepperidge Cir, Fairfield, CT 06824
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  /40

  $4,900,000

  • 6 Beds
  • 12 Baths
  • 13,979 Sq Ft

  2959 Congress St, Fairfield, CT 06824

  Prepare to be wowed by this extraordinary estate featuring six bedrooms and ten-and-a-half bathrooms, spanning four meticulously designed floors. Enter through a breathtaking two-story grand foyer, leading into beautifully appointed formal and informal rooms perfect for entertaining and a gourmet kitchen that any discerning chef would envy. The luxurious primary suite serves as a private

  Anissa Paolillo Redfin Corporation

  2959 Congress St, Fairfield, CT 06824
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  /8

  $315,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  2612 North Ave Unit B11, Bridgeport, CT 06604

  Two bedroom, one bathroom end unit ranch style condo in the well-maintained gated community of Rivers Edge on the Bridgeport/Fairfield line. There is a walking trail by the brook in the back of the complex for residents to use. The complex is close to shopping, beach, restaurants, and major highways. The condo needs some TLC.

  Mark Mermelstein eXp Realty

  2612 North Ave Unit B11, Bridgeport, CT 06604
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  /8

  $159,000

  • 1 Bath
  • 629 Sq Ft

  80 Cartright St Unit 8B, Bridgeport, CT 06604

  Excellent investment opportunity or be the first to live in this immaculate, updated studio unit in Bridgeport's convenient luxury building complete with a full-time doorman who provides assistance and security to all residents! Cartright Towers boasts on-site laundry, elevators, and plenty of off-street parking in a gated lot on a quiet street right on the Fairfield/Bridgeport line. This fully

  Hillary Waite William Raveis Real Estate

  80 Cartright St Unit 8B, Bridgeport, CT 06604
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  /40

  $4,300,000

  • 7 Beds
  • 8 Baths
  • 6,981 Sq Ft

  102 Compo Rd S, Westport, CT 06880

  THE ESTATES AT SOUTH COMPO - SIR Development presents a stunning new enclave of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This home begins

  Doug Bross Coldwell Banker Realty

  102 Compo Rd S, Westport, CT 06880
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  /38

  $3,525,000

  • 5 Beds
  • 6 Baths
  • 4,668 Sq Ft

  91 Turkey Hill Rd S, Westport, CT 06880

  Welcome to 91 Turkey Hill Rd S a beautifully upgraded 5 bed 4 full and 2 half bath home blending classic charm with modern luxury. Every inch of this residence reflects thoughtful design and top tier craftsmanship. Step inside to discover 6 brand-new, spa-inspired bathrooms, meticulously renovated with the finest materials for a truly indulgent experience. HW floors and soaring ceilings thruout

  Robert Appell Coldwell Banker Realty

  91 Turkey Hill Rd S, Westport, CT 06880
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  /23

  $438,000

  • 3 Beds
  • 1 Bath
  • 1,280 Sq Ft

  1035 Black Rock Turnpike Unit 1035, Fairfield, CT 06825

  This is a well-kept Second Floor Ranch Style Unit that was Rebuilt In 2004.It has an Open Style Living Room with a Vault Ceiling and French Doors to a Large Deck with Built-In Gas Grill. It consists of three bedrooms, one living room, one Kitchen and one full bath. Hardwood floors throughout the unit except for the kitchen and bathroom with titles. The following appliances are included:

  Hoffman Jean-Louis HJL Realty, LLC

  1035 Black Rock Turnpike Unit 1035, Fairfield, CT 06825
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  /40

  $5,950,000

  • 6 Beds
  • 9 Baths
  • 8,817 Sq Ft

  29 Sturges Commons, Westport, CT 06880

  Masterfully crafted by Mattera Construction, this 12,000+/- sq ft residence sits on 1.3+/- pastoral acres on coveted Sturges Commons, a vibrant neighborhood known for block parties and a strong sense of community. Designed for both luxury and functionality, this home boasts exquisite custom finishes, soaring ceilings, and impeccable interior design. The main level offers a chef's kitchen, a

  Doug Bross Coldwell Banker Realty

  29 Sturges Commons, Westport, CT 06880
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  /39

  $399,900

  • 4 Beds
  • 2 Baths
  • 1,628 Sq Ft

  84-86 Dewey St, Bridgeport, CT 06605

  BACK ON MARKET 7/24! Great opportunity for first time home buyers and investors! Solid, well kept two-family located in the West end of Bridgeport. Both units have Central air conditioning. Short walk to bus line, close access to Metro North, and I-95. Newer mechanicals, 100 AMP service for each floor.

  Robert Ganim RE/MAX Heritage

  84-86 Dewey St, Bridgeport, CT 06605
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  /26

  $4,900,000

  • 7 Beds
  • 5.5 Baths
  • 7,995 Sq Ft

  37 Green Acre Ln, Westport, CT 06880

  A rare investment opportunity to own a storied 1936 estate on a desirable, private street in the heart of Westport. Set on 4.3 acres at the end of a tranquil cul-de-sac, this legacy property offers the ultimate in privacy and location, just one mile from both Westport's vibrant town center and the beach. The primary residence spans approximately 8,000 square feet, rich with timeless architecture

  Lisa Bortz William Pitt Sotheby's Int'l

  37 Green Acre Ln, Westport, CT 06880
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  /31

  $6,500,000

  • 6 Beds
  • 6.5 Baths
  • 6,585 Sq Ft

  69 Beachside Ave, Westport, CT 06880

  Nestled along Westport's prestigious 'Gold Coast,' this architecturally magnificent estate on 4+ acres of park-like grounds with a breathtaking pool and professional-grade Har-Tru tennis court is a haven for luxury living and distinguished entertaining. Surrounded by major estates in one of the most sought-after coastal regions in the Northeast, it boasts access to pristine beaches, sophisticated

  Doug Bross Coldwell Banker Realty

  69 Beachside Ave, Westport, CT 06880
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  /27

  $2,550,000 Open Sun 10AM - 11AM

  • 2 Beds
  • 2.5 Baths
  • 1,760 Sq Ft

  41 Richmondville Ave Unit Duplex 2, Westport, CT 06880

  This impressive home has floor-to-ceiling windows, wood floors and a linear gas fireplace. The kitchen has an oversized island, high-end appliances, and is complete with custom cabinetry. The 2 bedrooms are on opposites sides of the home for maximum privacy. The primary suite has a generous walk-in closet and a luxurious windowed bathroom with rain shower, dual sinks, and heated floors. Stairs

  Ashlei De Souza Serhant Connecticut LLC

  41 Richmondville Ave Unit Duplex 2, Westport, CT 06880
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  /28

  $199,900

  • 1 Bed
  • 1 Bath
  • 939 Sq Ft

  25 Cartright St Unit 4K, Bridgeport, CT 06604

  Move right into this bright and updated 1-bedroom, 1-bathroom condo on the 4th floor in the Brooklawn area. The kitchen and bathroom have been recently renovated; the living room leads out to a private balcony. This unit comes with one garage parking space, on-site laundry in the basement, and a storage area. The HOA includes a front desk receptionist, heat, hot water, trash removal, and grounds

  Jaquan Jones RE/MAX Right Choice

  25 Cartright St Unit 4K, Bridgeport, CT 06604
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  /35

  $1,175,000

  • 4 Beds
  • 3.5 Baths
  • 3,345 Sq Ft

  3 George St, Westport, CT 06880

  This solidly constructed 2-family home on almost 1/2 acre, located on private dead end street in terrific Westport neighborhood, presents a perfect blend of potential & opportunity. Walking distance to eateries & shops, this home offers numerous possibilities! In the main house - first floor, you'll find a large eat in kitchen, 1/2 bath, large living room with wood burning fireplace and separate

  Patrick Conetta Urban Connections Realty

  3 George St, Westport, CT 06880
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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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  /40

  $5,995,000

  • 6 Beds
  • 7.5 Baths
  • 8,812 Sq Ft

  9 Sturges Commons, Westport, CT 06880

  Stunning Custom Built Colonial by Chris Montanaro of Redcoat Homes. Designed by Renowned Architect, Judith Larson. This Home Exudes Sophistication, every detail has been meticulously crafted to offer extraordinary living experience on a 1.10 flat manicured acre. Over 8,000 SQ FT w 8-inch wide plank wht oak floors throughout. 1st FL features a Chef's dream kitchen, generous Dining & Family room

  Kelly Loucas Compass Connecticut, LLC

  9 Sturges Commons, Westport, CT 06880
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  /38

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,001 Sq Ft

  60 Meadowbrook Rd, Fairfield, CT 06824

  Coastal Charm Meets Modern Luxury in Fairfield, CT Looking for that perfect mix of classic charm and modern sophistication? Welcome to this stunning brick beauty in the heart of Fairfield, where luxury meets effortless coastal living. From the moment you arrive, you'll be captivated by the beautifully landscaped yard, framed by an elegant stone wall and a paver-lined driveway leading to a

  Marrisa Gilbertie Keller Williams Prestige Prop.

  60 Meadowbrook Rd, Fairfield, CT 06824
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  /5

  $2,350,000

  • Land
  • 0.10 Acre
  • $23,500,000 per Acre

  238 Hillspoint Rd, Westport, CT 06880

  Experience the pinnacle of waterfront living with this unique opportunity to custom design and build your dream beach house on the tranquil shores of Long Island Sound. With direct water frontage, this exceptional property offers breathtaking, uninterrupted views of the Sound and the iconic Old Mill Beach. Envision starting your day with a serene sunrise over the water, taking a refreshing

  Karen Scott Compass Connecticut, LLC

  238 Hillspoint Rd, Westport, CT 06880
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  /40

  $4,375,000

  • 6 Beds
  • 11 Baths
  • 10,414 Sq Ft

  5 Boxwood Ln, Westport, CT 06880

  Refined living awaits on Boxwood Lane, a prime Hunt Club cul-de-sac featuring tranquil private entrances to stately colonial style homes. From its cobblestone-lined, semi-circular driveway to the backyard pool and bluestone patio oasis, the grounds of 5 Boxwood Lane are simply spectacular. The home itself stands apart, meticulously designed with exquisite details and custom amenities. Four

  Karen Scott Compass Connecticut, LLC

  5 Boxwood Ln, Westport, CT 06880
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  /10

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,460 Sq Ft

  500 Dewey St, Bridgeport, CT 06605

  Please DO NOT DISTURB the occupant. Contact with occupants is prohibited. Opportunity to own a charming colonial-style home constructed in 1937. Offering over 1,400 square feet of living space, features 3 bedrooms and 1 full bathroom. This property includes the added benefit of off-street parking, ensuring ease and accessibility. Step outside into your own private fenced backyard ideal for family

  Jonathan Gineo Silver and Oak Realty

  500 Dewey St, Bridgeport, CT 06605
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  /40

  $2,599,000

  • 11 Beds
  • 10 Baths
  • 15,118 Sq Ft

  124 Old Battery Rd, Bridgeport, CT 06605

  A very special Fairfield County Connecticut Gold Coast mansion at St. Mary's-by-the-Sea and Long Island Sound. Experience The Chimneys, an architectural gem designed by Charles Wellington Walker in 1928. This Georgian Revival home won America's Finest Home Award in 2015. The 54-foot Grand Hall features a sweeping staircase with hand-wrought iron balustrades. Eleven artful fireplaces add warmth

  Gail Robinson William Raveis Real Estate

  124 Old Battery Rd, Bridgeport, CT 06605
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  /2

  $10,995,000

  • 5 Beds
  • 7 Baths
  • 6,025 Sq Ft

  14 Owenoke Park, Westport, CT 06880

  Bluewater Home presents another beach property in the sought after Compo location. Construction has started on this 6100+sqft modern designed home with private yard, pool with spa, water views of the pond and walking distance to Compo Beach. Enjoy new construction living in the heart of Westport while peacefully tucked away on a private cul-de-sac

  Deirdre Andreoli Compass Connecticut, LLC

  14 Owenoke Park, Westport, CT 06880

Showing Results 121 - 160, Page 4 of 6