Southport, CT Homes for Sale

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  /14

  $399,999

  • 3 Beds
  • 2 Baths
  • 1,060 Sq Ft

  Unlisted Address

  Located in the heart of the highly sought-after Brooklawn neighborhood, this charming and spacious home offers the perfect blend of classic character and modern comfort. Enjoy a generous backyard, perfect for summer gatherings or peaceful mornings, and take advantage of proximity to schools, shopping, parks, and major highways. Whether you're commuting or working from home. Don't miss this

  Andrew Cevasco Las Americas Real Estate

  Unlisted Address
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• 

  

  

  /40

  $685,000

  • 4 Beds
  • 2 Baths
  • 1,942 Sq Ft

  214 Country Rd, Fairfield, CT 06824

  A unique side-by-side two-family home situated on a quiet cul-de-sac in a sought-after neighborhood. This property is a fantastic opportunity for both investors and owner-occupants alike, offering significant cash flow potential. Each of the two units boasts two large bedrooms, one full bathroom, a sunny eat-in-kitchen, and living room. Spanning 1,942 heated square feet between the two units, the

  Jennifer DeLaurentis Compass Connecticut, LLC

  214 Country Rd, Fairfield, CT 06824
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  /5

  $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, directly across Congress Street from one of

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
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  /19

  $899,000

  • 9 Beds
  • 6 Baths
  • 5,740 Sq Ft

  1659 Fairfield Ave, Bridge Port, CT 06605

  Prime Mixed-Use Investment Opportunity! This well-maintained building features 4 residential apartments and 2 ground-level storefronts, all in a high-visibility, high-traffic location right across from Starbucks, just minutes from the beach, and with immediate access to the highway. With many recent updates throughout the property, it offers strong income and even greater potential-current rents

  Karim Douich William Raveis Real Estate

  1659 Fairfield Ave, Bridge Port, CT 06605
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  /40

  $1,595,000 Open Sat 1PM - 4PM

  • 2 Beds
  • 2.5 Baths
  • 1,868 Sq Ft

  69 River St, Southport, CT 06890

  Situated near the head of Southport Harbor and within walking distance to the village, train station, and all the charm of Southport life, this 1904 jewel-box home blends historic character with elevated, designer-informed updates. With two bedrooms, two full and one half baths, charming public rooms, a finished third floor (ideal to use for additional bedroom or home office), and an attached

  Wendy Ryan Brown Harris Stevens

  69 River St, Southport, CT 06890
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  /28

  $1,725,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,234 Sq Ft

  73 Old Dam Rd, Fairfield, CT 06824

  Set in one of Fairfield's most beloved waterfront communities, 73 Old Dam Rd is the perfect blend of contemporary style and laid back coastal living with Dock, Private Beach Access, & calming water views of the Creek and Long Island Sound. Recently and tastefully renovated, this home offers a light and bright open floor plan. You'll love the new kitchen featuring high end appliances and custom

  Jaclyn Picarillo Higgins Group Bedford Square

  73 Old Dam Rd, Fairfield, CT 06824
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  /37

  $1,050,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,388 Sq Ft

  7 Ambler Rd W, Westport, CT 06880

  Nestled on a peaceful private cul-de-sac in the heart of Westport, this delightful 3-bedroom, 2-bath home combines comfort, charm, and thoughtful updates! Step inside to find a sun-filled layout with a welcoming flow, perfect for both everyday living and entertaining. The updated kitchen is a highlight, offering modern style and functionality with easy access to the dining and living areas.

  Linda Skolnick Coldwell Banker Realty

  7 Ambler Rd W, Westport, CT 06880
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  /31

  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 3,166 Sq Ft

  17 Grays Farm Rd, Weston, CT 06883

  This meticulous home was rebuilt and expanded in 2015, refinished floors and fresh paint in 2025, and is located on 2 sunny acres in lower Weston. Professionally crafted stone pillars, walls, and patios, and a sweeping circular driveway create exceptional curb appeal in a serene cul-de-sac setting. The renovation and expansion transformed the property-adding a charming front porch and a stunning

  Mary Palmieri Gai Berkshire Hathaway NE Prop.

  17 Grays Farm Rd, Weston, CT 06883
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  /38

  $899,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,170 Sq Ft

  164 Tanglewood Ln, Fairfield, CT 06824

  This charming property located on a cul de sac in desired Greenfield Hills offers a fantastic opportunity for its new owner to personalize and enhance. This property boasts 4 bedrooms, 2 and a half baths with abundant natural light filling the home. The backyard is manageable, quiet, and private. Enjoy observing various birds and wildlife while having coffee or refreshments at your leisure.

  Herman Huang Keller Williams Prestige Prop.

  164 Tanglewood Ln, Fairfield, CT 06824
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  /40

  $950,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,404 Sq Ft

  3 Parsell Ln, Westport, CT 06880

  Spacious home on Cul-de-sac. Large rooms, lots of wonderful natural light ! A solid home that offers the perfect canvas to renovate. Set on 1 acre offering a great opportunity for expansion or a new build.

  Sandra Calise Cenatiempo Settlers & Traders

  3 Parsell Ln, Westport, CT 06880
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  /31

  $419,900 Open House 8/10

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

  222 Ellsworth St, Bridgeport, CT 06605

  Don't miss this rare opportunity in the heart of Black Rock! This beautifully updated 1/2 duplex is tucked away from the main street for maximum privacy and tranquility-complete with a large private 0.17 acre yard. Enjoy many modern updates, charming character, and peaceful surroundings just steps from all that Black Rock offers. Home Features: *3 bedrooms, 1.5 updated bathrooms *New roof (3

  Luis Sanchez Sanchez Asset Realty

  222 Ellsworth St, Bridgeport, CT 06605
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  /39

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  28 Crescent Park Rd, Westport, CT 06880

  Completely remodeled 3-bedroom ranch-style home in coveted Westport. Featuring an inviting open floor plan, this thoughtfully renovated residence creates a perfect flow for modern living and entertaining. The home showcases a private master suite with contemporary finishes, and a large primary bathroom, while the open-concept main living areas are bathed in natural light. Following a complete

  Karim Douich William Raveis Real Estate

  28 Crescent Park Rd, Westport, CT 06880
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  /16

  $424,900

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  151 May St, Fairfield, CT 06825

  Own a home in Fairfield at an incredible price! Located on a quiet street, this 2-bedroom home has been lovingly maintained. Move-in ready and awaiting your personal touches, this sweet home features granite and stone front steps and beautifully refinished hardwood floors in the living room, bedrooms, and hallway. The sun-filled eat-in kitchen offers access to a fenced backyard, perfect for

  Carrie Sakey Coldwell Banker Realty

  151 May St, Fairfield, CT 06825
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  /40

  $1,950,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 7 Baths
  • 6,127 Sq Ft

  124 Princess Pine Ln, Fairfield, CT 06824

  Set on 2.98 private acres at the end of a cul-de-sac in coveted Greenfield Hill, this elegant 4627+ SF Colonial offers the perfect blend of luxury, space, and functionality. From the grand 2-story foyer to the exquisite crown moldings, every detail exudes timeless sophistication. Designed for entertaining, the home features a gracious flow with expansive living and gathering spaces, a gourmet

  Elizabeth Tritschler William Raveis Real Estate

  124 Princess Pine Ln, Fairfield, CT 06824
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  /33

  $1,299,000

  • 4 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  1477 Mill Plain Rd, Fairfield, CT 06824

  Welcome to 1477 Mill Plain Road - a timeless expanded Cape in Fairfield's coveted University neighborhood, boasting an incredible location and exceptional convenience. Ideally located steps to Riverfield Elementary, offers walkability to downtown shops and restaurants, train station, middle and high schools, and Fairfield University, and close to the beautiful beaches the nature trails, this home

  Wendy Ryan Brown Harris Stevens

  1477 Mill Plain Rd, Fairfield, CT 06824
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  /37

  $535,000

  • 3 Beds
  • 1.5 Baths
  • 1,510 Sq Ft

  155 Moody Ave, Fairfield, CT 06825

  RARE FIND IN FAIRFIELD'S DCD ZONE! Live, work, or build - the possibilities are endless! Zoned for both residential and commercial use, this cherished vintage Colonial is perfect for a home business, medical/dental office, or mixed-use development (buyer to verify with town). Inside, you'll find sunlit rooms, spacious bedrooms, and a walk-up attic with a safe. The primary bedroom features its own

  Joy Serafin-Cehovsky Higgins Group Real Estate

  155 Moody Ave, Fairfield, CT 06825
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  /37

  $1,899,000

  • 5 Beds
  • 3.5 Baths
  • 3,868 Sq Ft

  12 Sandy Hill Terrace, Westport, CT 06880

  Welcome to 12 Sandy Hill Terrace in Westport, CT! A spacious home nestled at the end of a cul-de-sac, offering spacious and comfortable living space, ideal for both relaxing and entertaining. This home boasts a central location with a charming trail behind the property that that provides an easy walk to school. Walk to town and Saugatuck, along with easy access to the train and I-95...perfect for

  Gina Hackett Compass Connecticut, LLC

  12 Sandy Hill Terrace, Westport, CT 06880
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  /30

  $1,085,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,930 Sq Ft

  15 W Parish Rd, Westport, CT 06880

  Authentic 1926 farmhouse in prime Westport location. Set on a flat, dry, well-cared for .4-acre lot, the yard is pretty and enjoyable and benefits from an extensive 1-year-old fence. The traditional layout begins with an inviting front porch that opens into a parlor where a fireplace and exposed wood beams exude charm. From the parlor, visit the study, or the spacious dining room. Next to the

  Kathleen Gibbon Brown Harris Stevens

  15 W Parish Rd, Westport, CT 06880
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  /30

  $499,999

  • 3 Beds
  • 2 Baths
  • 1,229 Sq Ft

  88 Old Black Rock Turnpike, Fairfield, CT 06824

  Charming Cape in Lake Hills with Lake Rights - 3 Bed, 2 Bath - Prime Fairfield Location! Welcome to your next chapter in the sought-after Lake Hills community of Fairfield, CT! This 3-bedroom, 2-bathroom Cape-style home offers an exceptional opportunity to enjoy lake living with lake rights, all while being just minutes from Fairfield's vibrant downtown, beaches, shopping, dining, and multiple

  Charles McMahon BHGRE Gaetano Marra Homes

  88 Old Black Rock Turnpike, Fairfield, CT 06824
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  /23

  $199,000

  • 2 Beds
  • 1 Bath
  • 1,017 Sq Ft

  25 Cartright St Unit 8C, Bridgeport, CT 06604

  Welcome to this bright and spacious 2-bedroom corner unit with a large terrace at the Cartright Condominiums! Step into the attended lobby and take the new elevators up to your sunny, high-floor home. Abundant natural light greets you in the spacious entryway, and parquet hardwood floors flow throughout. The kitchen has natural sunlight from the terrace and flows easily into the open plan

  Monica Flanagan William Raveis Real Estate

  25 Cartright St Unit 8C, Bridgeport, CT 06604
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  /30

  $799,000

  • 4 Beds
  • 2 Baths
  • 1,576 Sq Ft

  1711 Redding Rd, Fairfield, CT 06824

  Greenfield Hill Colonial Home on 2-Acre Lot - Great Potential This sweet colonial home has wonderful curb appeal. Situated on a spacious 2-acre lot and just waiting for the perfect buyer to polish this pearl. With a classic floor plan and options for expansion. The first floor includes a living room, dining room, den/office, and a kitchen, along with a full bath. Upstairs, there are four bedrooms

  Karen Waldvogel William Raveis Real Estate

  1711 Redding Rd, Fairfield, CT 06824
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  /35

  $698,500

  • 4 Beds
  • 2 Baths
  • 1,152 Sq Ft

  10 Crescent Park Rd, Westport, CT 06880

  Enjoy the renovation, attention to detail and all that Westport offers from your 4-bedroom, 2 full bath home featuring designer kitchen, fireplace, custom built-ins/shelving, vaulted ceilings and new, finished hardwood flooring throughout. Gas hot air heating with central air, new windows and fenced yard with oversized shed situated on private neighborhood road for your nightly stroll or bike

  John Hackett William Raveis Real Estate

  10 Crescent Park Rd, Westport, CT 06880
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  /28

  $918,000

  • 3 Beds
  • 3 Baths
  • 2,163 Sq Ft

  107 Valley Rd, Westport, CT 06880

  Proven positive cash flow investment opportunity or move in year round or just for summer to enjoy the completely updated three-bedroom classic cape offering ideal proximity to train, beach and Saugatuck shopping. Sophisticated finishes throughout include glass, stone, Waterwork's ceramics, metals and woods that draw the discerning eye of today's aesthetic from top to bottom. Distinct details set

  Susan Vanech Compass Connecticut, LLC

  107 Valley Rd, Westport, CT 06880
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  /40

  $1,495,000 Open Sun 12PM - 3PM

  • 6 Beds
  • 3.5 Baths
  • 3,508 Sq Ft

  1135 Hulls Farm Rd, Southport, CT 06890

  A prime Southport country setting at the Westport line is home to this gracious five bedroom colonial featuring a rarely found attached main level IN-LAW / AU PAIR APARTMENT with a private entrance, Living/Dining Room, Bedroom and a full Bath. Additionally appreciated, and perfect for today's work from home buyer, is an office/studio over the barn style oversized detached two car garage.

  Paul Triantafel William Pitt Sotheby's Int'l

  1135 Hulls Farm Rd, Southport, CT 06890
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  /13

  $134,900

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft

  224 Alsace St Unit 224, Bridgeport, CT 06604

  Charming 2-Bedroom Co-Op in Seaside Village - Coastal Living Meets Affordability! Welcome to 224 Alsace Street, Unit 224 - a beautifully maintained 2-bedroom, 1-bath unit nestled in the heart of historic Seaside Village, just steps from Long Island Sound! This bright and inviting Cape-style co-op offers a partially finished basement perfect for a home office, rec room, or guest space. Inside,

  Alexander Gabb Century 21 Scala Group

  224 Alsace St Unit 224, Bridgeport, CT 06604
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  /34

  $1,399,000

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  109 Greens Farms Rd, Westport, CT 06880

  Located in sought-after Greens Farms, this wonderful and renovated Colonial-style Farmhouse, perfectly blends classic charm + modern updates. Nestled on a serene + picturesque flat acre, the residence offers a central location just moments from beaches, shopping, dining + two convenient train stations. Step inside to a sunlit first floor designed for effortless entertaining. The open floor plan

  Karen Scott Compass Connecticut, LLC

  109 Greens Farms Rd, Westport, CT 06880
• 

  

  /37

  $3,399,000

  • 5 Beds
  • 5 Baths
  • 3,961 Sq Ft

  318 320 Pine Creek Ave, Fairfield, CT 06824

  Welcome to a truly exceptional opportunity-a direct waterfront compound offering expansive views of Long Island Sound, a dock, &endless showstopping sunsets. This remarkable property features 2 residences: a fully renovated, FEMA-compliant main house AND a charming, income-generating guest cottage.The Main Residence (320)is a modern coastal retreat offering 3,129 sq ft of sun-drenched living

  Deirdre Andreoli Compass Connecticut, LLC

  318 320 Pine Creek Ave, Fairfield, CT 06824
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  /29

  $819,000

  • 3 Beds
  • 1.5 Baths
  • 1,533 Sq Ft

  521 Lake Ave, Bridgeport, CT 06605

  The ultimate Black Rock beach house! Professionally landscaped colonial with water views front and back. Extra wide front porch and elevated sundeck off the master bedroom for watching the sun set over the Ash Creek. First floor has front to back living room, expansive open kitchen and dining room perfect for entertaining. Sunroom off the back with water views walks out to a private backyard

  Amy Ettinger William Raveis Real Estate

  521 Lake Ave, Bridgeport, CT 06605
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  /40

  $2,398,000

  • 10 Beds
  • 7.5 Baths
  • 4,403 Sq Ft

  465 Edward St, Fairfield, CT 06824

  Extremely rare opportunity to own a side-by-side, Colonial style duplex with over 4400sqft in total and 10 bedrooms-in the heart of the Fairfield beach area. The home is currently rented each academic year through May 2028. Cap spreadsheet is in attachments, illustrating the very positive income flow. Academic rental $19,000-$21,000 per month for entire house. Converting to a 10-month lease after

  Jessica Walsh William Raveis Real Estate

  465 Edward St, Fairfield, CT 06824
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  /36

  $569,000 Open Sun 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,529 Sq Ft

  7 Melville Ave, Fairfield, CT 06825

  Don't miss this opportunity! Back on market because the buyers got cold feet!! Welcome to 7 Melville Avenue in sought-after Fairfield Connecticut. An undeniably charming, well detailed, move-in ready Cape on a corner lot. This 3-bedroom, 2-full-bath home offers warmth and comfort with beautiful hardwood floors throughout. The sun-filled living room flows into a functional layout, ideal for

  Michael Mastronardi Keller Williams Realty

  7 Melville Ave, Fairfield, CT 06825
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  /37

  $1,885,000

  • 4 Beds
  • 3.5 Baths
  • 2,882 Sq Ft

  18 Bridge St, Westport, CT 06880

  A rare gem - step into the timeless charm of this Rufus Wakeman home, a quintessential c.1884 home nestled in Westport, CT. Set on a beautiful, level, professionally landscaped, and private 0.82-acre lot, this cherished residence seamlessly blends historic character with modern-day comfort. High ceilings, intricate moldings, and wide plank floors showcase the craftsmanship of a bygone era, while

  Barbara Sweeney Coldwell Banker Realty

  18 Bridge St, Westport, CT 06880
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  /40

  $1,890,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 3,069 Sq Ft

  141 Veres St, Fairfield, CT 06824

  Prime Corner Lot In a Coveted Fairfield Beach Neighborhood. This exquisite four bedroom, three full & two half bath home blends luxury with modern convenience, with nine-foot ceilings and rich paneling throughout. The heart of the home is the open concept gourmet kitchen & living room.The kitchen has Carrera marble, a spacious island w seating, a walk-in pantry & flows seamlessly into the

  Sally Bohling Coldwell Banker Realty

  141 Veres St, Fairfield, CT 06824
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  /39

  $1,425,000 Open Sat 11AM - 2PM

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

  785 Post Rd E Unit 301, Westport, CT 06880

  Nearly completed this residential flat offers the best of first floor living. Situated in a prime location in the heart of Westport, this development by RPM Home features a limited collection of eight luxury townhomes and five flats, designed for convenient in-town living. This particular unit offers desirable single-level living and is filled with natural light thanks to expansive Marvin windows

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 301, Westport, CT 06880
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  /33

  $786,000

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft

  271 Jeniford Rd, Fairfield, CT 06824

  A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Dorrance Realty

  271 Jeniford Rd, Fairfield, CT 06824
• 

  

  /19

  $389,000

  • 3 Beds
  • 1.5 Baths
  • 1,293 Sq Ft

  245 Sunnyridge Ave Unit 2, Fairfield, CT 06824

  Highest & Best by 9 pm Wednesday 23rd! No Escalation Clause, please! BEST VALUE in Fairfield. Smell the fresh paint interior! One of the private backyard unit, 3-generous-sized Bedrooms, one full and another half bath townhouse located near shopping, transportation, train station, Highways, parks, and schools. Spacious 2021 installed eat-in kitchen, granite countertops, and Stainless steel

  Babita Singh The Bella Group, LLC

  245 Sunnyridge Ave Unit 2, Fairfield, CT 06824
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  /39

  $669,999

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

  668 Kings Hwy W, Southport, CT 06890

  Move right into this exceptional 3-bedroom, 3.5-bathroom half duplex, perfectly located in the coveted Southport neighborhood. Thoughtfully designed with timeless elegance and modern convenience, this spacious residence features gleaming hardwood floors throughout, detailed crown moldings, and an open layout that effortlessly balances comfort and functionality. The main level showcases a living

  Kenneth Zerella II William Raveis Real Estate

  668 Kings Hwy W, Southport, CT 06890
• 

  

  /20

  $1,495,000

  • 4 Beds
  • 5.5 Baths
  • 4,906 Sq Ft

  3853 Congress St, Fairfield, CT 06824

  Sprawling ten room ranch style residence offering three acres on a prime estate street in Greenfield Hill. This stately home is discreetly positioned behind a brick wall and approached by a sweeping circular drive creating a grand sense of arrival. Inside this impressive home discover a striking Indoor Pool housed in its own sun lit pavilion. This dramatic recreation space adjoins the Kitchen and

  Paul Triantafel William Pitt Sotheby's Int'l

  3853 Congress St, Fairfield, CT 06824
• 

  

  /26

  $785,000

  • 4 Beds
  • 1.5 Baths
  • 1,567 Sq Ft

  4 Heather Hill, Westport, CT 06880

  Welcome to 4 Heather Hill in Westport! This charming 4-bedroom, 1.5-bath Cape Cod-style home, is ideally located on a private dead end road in the heart of Central Westport. Nestled on a serene quarter-acre lot with a stone wall at the rear, this property offers both privacy and promise. While the home awaits some of your personal touch and updates, several key improvements have already been

  Matthew Loverci Coldwell Banker Realty

  4 Heather Hill, Westport, CT 06880
• 

  /2

  $199,000

  • Land
  • 0.06 Acre
  • $3,316,667 per Acre

  150 Clinton Ave, Bridge Port, CT 06605

  Opportunity knocks at 150 Clinton Avenue! This level and cleared lot is ideally situated in Bridgeport's West End, offering excellent proximity to the vibrant Black Rock neighborhood, Bridgeport Hospital, Seaside Park, and major transportation routes including I-95 and the Metro-North station. Public utilities available at the street. Whether you're an investor, developer, or owner-occupant, this

  Melanie Billie BHGRE Gaetano Marra Homes

  150 Clinton Ave, Bridge Port, CT 06605
• 

  /2

  $149,000

  • Land
  • 0.09 Acre
  • $1,655,556 per Acre

  90 Lee Ave, Bridgeport, CT 06605

  Build your next project in Bridgeport's West End! 90 Lee Avenue is a level lot located on a residential street just minutes from Black Rock, Seaside Park, the Metro-North station, and University of Bridgeport. This parcel offers a fantastic opportunity for development in a growing area with strong rental demand. All public utilities are available at the street. Excellent potential for investors,

  Melanie Billie BHGRE Gaetano Marra Homes

  90 Lee Ave, Bridgeport, CT 06605

Showing Results 41 - 80, Page 2 of 6