35,300

Southport, CT Homes

Section Image
  • /25

    $429,000

    • 3 Beds
    • 1 Bath
    • 1,075 Sq Ft

    27 Bloomfield Dr, Fairfield, CT 06825

    OFFER DEADLINE MON. 9/22 AT 2:00PM HIGHEST & BEST Prime Opportunity to live in Fairfield on Exceptional Land - Rebuild or Renovate! The house sits on an expansive, double-sized (.3 acre) lot in the Fairfield Wood's section of Fairfield - a rare and valuable piece of land offering incredible potential for builders, investors, or buyers ready to create their dream home from the ground up. This

    Kathleen DeRossi William Pitt Sotheby's Int'l

    27 Bloomfield Dr, Fairfield, CT 06825
  • /12

    $2,400 per month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    898 Hancock Ave Unit 1, Bridgeport, CT 06605

    Beautifully updated three bedroom apartment on the first floor. Bright living room and eat in kitchen. Landlord requires one month security. Tenant is responsible for paying al utilities except water and sewer. One parking space is included in the back of the house.

    Valeria Amarante Century 21 Scala Group

    898 Hancock Ave Unit 1, Bridgeport, CT 06605
  • 971 Hulls Farm Rd, Southport, CT 06890

    $3,875,000 Sold Aug 29, 2025

    • 7,300 Sq Ft
    • $531/SF
    • 3 Days On Market
    • 6 Beds
    • 8 Baths
    • Built 2012

    971 Hulls Farm Rd, Southport, CT 06890

    Tucked behind gates on two lush, private acres in Southport, this exceptional residence-featured in Fairfield Magazine-offers the ultimate blend of luxury, comfort, and convenience. Built by renowned Tallman Segerson builders, the transitional Georgian colonial was thoughtfully designed to evoke the feeling of a weekend retreat every day. Once a serene apple orchard, the property has been

    Elizabeth Tritschler William Raveis Real Estate

    971 Hulls Farm Rd, Southport, CT 06890
  • /39

    $3,800,000 Open Sun 1PM - 3PM

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

    365 Greens Farms Rd, Westport, CT 06880

    Generously sited on 2.15 stunning acres in Greens Farms, the Joseph H. Wakeman House is a perfect example of New England ingenuity and warmth. Built in 1840, this distinguished Federal-style residence was thoughtfully reimagined in the 1930s by an owner intent on showcasing its craftsmanship and enduring quality. The current residents were similarly captivated by its character and history.

    Michael Mombello Compass Connecticut, LLC

    365 Greens Farms Rd, Westport, CT 06880
  • /11

    $1,350 per month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    44 Lee Ave Unit 2, Bridgeport, CT 06605

    In a beautiful house on a nice quiet block. Rooms and kitchen have been renovated. 3 min from downtown and Metro North. Busses accessible one block away. Parking always available either in front or near home. Access to backyard or garden. Huge balcony and front porch. Recently renovated big kitchen and clean bathroom. Utilities included.

    44 Lee Ave Unit 2, Bridgeport, CT 06605
  • 245 Sunnyridge Ave Unit 2, Fairfield, CT 06824

    $420,000 Sold Aug 28, 2025

    • 1,293 Sq Ft
    • $325/SF
    • 37 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1966

    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
  • /40

    $1,199,999 Open Sun 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,012 Sq Ft

    115 Mayfair Rd, Fairfield, CT 06824

    Welcome to 115 Mayfair Road This stunning 4-bedroom, 3-bath home has been fully renovated, right down to the studs, with top-quality finishes and thoughtful design. Step inside to find gleaming plank white oak hardwood floors and an open-concept layout that seamlessly connects the living room, dining area, and chef's kitchen. The gourmet kitchen is a true showpiece with sleek black onyx quartz

    Kenny Bascon Real Broker CT, LLC

    115 Mayfair Rd, Fairfield, CT 06824
  • /20

    $6,000 per month

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • House for Rent

    1 Sandy Way, Fairfield, CT 06824

    Move-in Just in Time to Enjoy Walking to Sandy Beaches, playing in the park and walking to the Center of Town from this completely renovated 3 Bedroom, 2 Full Baths Cape Cod. Renovated Kitchen with Quartz Counters, All Bosch SS Appliances, Island with Built-in Microwave, Eat-In Kitchen that leads to 2 Slides to a extended Private Deck. Living Rm. has Gas Fireplace. 1st Floor Bedroom with adjacent

    Joanne Cisek William Raveis Real Estate

    1 Sandy Way, Fairfield, CT 06824
  • 176 Adelaide St, Fairfield, CT 06825

    $762,000 Sold Aug 28, 2025

    • 2,299 Sq Ft
    • $331/SF
    • 31 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1937

    176 Adelaide St, Fairfield, CT 06825

    Charming, expanded 3 bedroom, 3 bath Cape is new to the market! This lovely home is situated on a level, terraced lot surrounded by lush gardens, perennial flowers, and a welcoming covered front porch. Inside, hardwood floors flow throughout a spacious layout featuring a cozy living room with fireplace, a sunny dining room, and a bright family room. The beautifully updated eat-in kitchen is a

    Catherine Cardell Yarmosh Coldwell Banker Realty

    176 Adelaide St, Fairfield, CT 06825
  • /38

    $369,900

    • 2 Beds
    • 2 Baths
    • 1,340 Sq Ft

    69 Ellsworth St Unit 102, Bridgeport, CT 06605

    Here's a rare opportunity to own a water view, end unit in The Cove condominium complex, a highly sought-after community in Black Rock. This unit boasts a prime location with water views of the harbor located directly across from Ellsworth Park. This two-level condo features an open floor plan that provides a great sense of space. As an end unit, you'll benefit from abundant southern exposure

    Gail Robinson William Raveis Real Estate

    69 Ellsworth St Unit 102, Bridgeport, CT 06605
  • /11

    $13,500 per month

    • 7 Beds
    • 7 Baths
    • 8,000 Sq Ft
    • House for Rent

    282 North Ave, Westport, CT 06880

    Property Id: 2122340Fabulous retreat from the city at a family compound like no other. Poised on 2.42 private acres, this Connecticut country home is beautifully renovated and surrounded exquisite landscaping. Relax on the covered front porch the terrace, gather with friends by the outdoor fireplace and roast smores by the firepit. A heated pool and spa, pool house, treehouse, zipline,

    282 North Ave, Westport, CT 06880
  • 1180 Merwins Ln, Fairfield, CT 06824

    $1,325,000 Sold Aug 28, 2025

    • 3,203 Sq Ft
    • $414/SF
    • 8 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1954

    1180 Merwins Ln, Fairfield, CT 06824

    Elegant English Country Home set on 2 stunning acres in a prime Lower Greenfield Hill neighborhood. This custom-designed brick and stone residence features remarkable architectural elements, including a fairy tale entrance, custom millwork, built-ins, two fireplaces, and a breathtaking handcrafted staircase. The adaptable floor plan caters to today's modern lifestyles and offers many options.

    Courtney McManus The Agency

    1180 Merwins Ln, Fairfield, CT 06824
  • /23

    $515,000

    • 4 Beds
    • 4 Baths
    • 2,045 Sq Ft

    90 2nd St, Fairfield, CT 06825

    Investor opportunity- Nestled on a quiet street in Fairfield's Tunxis Hill neighborhood, this spacious 4-bedroom residence offers comfort, convenience, and investment potential. Featuring 2 full baths and 2 half baths, the home has hardwood floors throughout the kitchen, living room, and dining room, with easy-care vinyl laminate in the bedrooms. The fully fenced yard provides a private outdoor

    Jaime Pote Coldwell Banker Realty

    90 2nd St, Fairfield, CT 06825
  • /33

    $11,000 per month

    • 3 Beds
    • 4.5 Baths
    • 2,152 Sq Ft
    • House for Rent

    35 Rose Hill Rd, Southport, CT 06890

    Step into a one-of-a-kind opportunity at 35 Rose Hill Road - a charming white brick antique originally built in 1912 as the Southport Telephone Exchange. This distinctive property blends rich history with modern comforts, offering flexible rental terms in a premier location just steps from Southport Village, the harbor, train, library, dining, and more. Inside, you'll find 10-foot ceilings, 3

    Elizabeth Tritschler William Raveis Real Estate

    35 Rose Hill Rd, Southport, CT 06890
  • 185 Lovers Ln, Fairfield, CT 06824

    $1,295,000 Sold Aug 28, 2025

    • 2,474 Sq Ft
    • $523/SF
    • 62 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1941

    185 Lovers Ln, Fairfield, CT 06824

    Located in Fairfield's sought-after University neighborhood, this fully updated 4BR, 2.5BA Colonial offers 2,474 sq ft of thoughtfully designed living space. The layout flows seamlessly from room to room, featuring oversized windows and hardwood floors throughout. The heart of the home is a stunning eat-in kitchen with a 12-ft butcher block island that seats 7, Sub-Zero fridge, 48" Thermador

    Matthew Hyde William Raveis Real Estate

    185 Lovers Ln, Fairfield, CT 06824
  • /40

    $1,423,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 4,590 Sq Ft

    327 Lucille St, Fairfield, CT 06825

    Few things are more inviting than a front porch, and 327 Lucille St delivers that and more in terms of curb appeal, which this home has in spades. This Colonial pairs classic architectural beauty with almost 5,000 sq ft across 4 levels, offering 4 bedrooms, an office, 4.5 baths, 2 car garage, and a fenced-in .46 acre yard. Inside, the foyer is flanked by the dining and living rooms, both with

    Sarah Pritchard William Raveis Real Estate

    327 Lucille St, Fairfield, CT 06825
  • /20

    $5,500 per month

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • House for Rent

    14 Long Lots Rd, Westport, CT 06880

    Call Flex terms unfurnished rental. Welcome to this beautifully renovated and charming cottage, a perfect rental nestled in the heart of town! Modern kitchen with newer cabinets, sleek appliances, hardwood flooring, and stunning quartz countertops. You'll love the spacious living room with custom built-ins and large sliding glass doors that fill the space with natural light all day long. Three

    14 Long Lots Rd, Westport, CT 06880
  • 11 Overlook Rd, Westport, CT 06880

    $1,250,000 Sold Aug 28, 2025

    • 1,861 Sq Ft
    • $672/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1948

    11 Overlook Rd, Westport, CT 06880

    Beautifully situated on a lush half-acre on a private street, this storybook cape is just a mile from Westport's vibrant downtown shops and restaurants and is minutes from its much-loved beaches and coastline. The airy open floor plan features a large Great Room with slate floors, a natural stone fireplace, and lovely views of the private backyard with heated pool. There is a charming living room

    Mary Petro Noonan Coldwell Banker Realty

    11 Overlook Rd, Westport, CT 06880
  • /20

    $899,999

    • 4 Beds
    • 2.5 Baths
    • 2,918 Sq Ft

    152 Roseville St, Fairfield, CT 06825

    Sophisticated style and modern luxury meet at 152 Roseville Street, a newly constructed duplex designed for today's modern buyer. A beautifully landscaped walkway and welcoming front porch introduce an interior defined by natural light, open spaces, and refined finishes. The sun-filled main level showcases an open-concept design with glistening oak floors and seamless flow between the family

    Sarah Pritchard William Raveis Real Estate

    152 Roseville St, Fairfield, CT 06825
  • /39

    $10,250 per month

    • 4 Beds
    • 3.5 Baths
    • 2,882 Sq Ft
    • House for Rent

    18 Bridge St, Westport, CT 06880

    Welcome to a Westport classic that blends the charm of circa 1884 with the comfort of today. Set on a level and professionally landscaped 0.82 acre property in Saugatuck, the home features high ceilings, detailed millwork, and wide plank hardwood floors. Sunlight fills the living and dining rooms, each with a fireplace, along with a cozy den and a bright home office. The island kitchen opens to

    Elizabeth Anrig Coach Lamp Living

    18 Bridge St, Westport, CT 06880
  • 4 Plumtree Ln, Westport, CT 06880

    $2,199,000 Sold Aug 28, 2025

    • 3,975 Sq Ft
    • $553/SF
    • 97 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1930

    4 Plumtree Ln, Westport, CT 06880

    This sophisticatedly remodeled antique is bright, spacious with an easy traditional layout and attention to detail. The first floor features an open kitchen/LR layout with two fireplaces, and large eating area w/walk in pantry. Off there you'll find a large formal dining room with a wall of French doors. Office with built-ins, Family room, laundry room, and mud room round out the main level (FR &

    Debra Shaughnessy Coldwell Banker Realty

    4 Plumtree Ln, Westport, CT 06880
  • /39

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

    • 4 Beds
    • 3 Baths
    • 3,883 Sq Ft

    251 Winnepoge Dr, Fairfield, CT 06825

    Nestled in the highly sought-after enclave of Lake Hills in Fairfield, this extraordinary Colonial has been completely reimagined, torn down and masterfully rebuilt to blend timeless architectural charm with modern sophistication. From the moment you arrive, the home's undeniable curb appeal captivates, featuring a welcoming wraparound porch, professional landscaping, flower boxes and a full

    Kristen Perez Higgins Group Bedford Square

    251 Winnepoge Dr, Fairfield, CT 06825
  • /17

    $1,700 per month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    16 Jetland Place Unit 1FF, Bridgeport, CT 06605

    Property Id: 866381Fully updated 1FF Apt, Parking, Quiet, Safe, Train of a 3-family house in the heart of Black Rock. 1) Landlord pays water, garbage, sewer bills. Moving day- 10/1/2025. Discounted Price: $1700 3) Living room is very large, wood floors. Bedrooms are small but it comfortably fits a queen-size bed 4) Combo washer/dryer, new electric stove 5)Walking distance to Metro-North,

    16 Jetland Place Unit 1FF, Bridgeport, CT 06605
  • 766 Hancock Ave Unit 768, Bridgeport, CT 06605

    $467,000 Sold Aug 28, 2025

    • 2,906 Sq Ft
    • $161/SF
    • 17 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 1920

    766 Hancock Ave Unit 768, Bridgeport, CT 06605

    It is a must see gem with great income potential! This is a huge 2 family unit, side by side. It is a spacious home built on a level land with 2906 sq ft located on the West Side neighborhood. There are 6 rooms on each unit with the kitchen, living room and dining room on the main level and 3 bedrooms on the 2nd level. Convenient access to I95, Rte 8 and Rte 15. Home is sold as is.

    Jacqueline Wong Keller Williams Realty Prtnrs.

    766 Hancock Ave Unit 768, Bridgeport, CT 06605
  • /36

    $2,495,000

    • 5 Beds
    • 3 Baths
    • 3,072 Sq Ft

    56 Charcoal Hill Rd, Westport, CT 06880

    A rare offering, this remarkable Frazier Peters stone home is a masterful blend of historic character and timeless elegance, set impressively at the top of Charcoal Hill on 2.3 breathtaking acres of fully-gated privacy. Obsessively maintained and reimagined by the current owners, the home was designed with Peters' signature use of native stone, rich wood, and artisan detail, making the residence

    Cyd Hamer William Pitt Sotheby's Int'l

    56 Charcoal Hill Rd, Westport, CT 06880
  • /25

    $4,900 per month

    • 3 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • House for Rent

    196 Woodrow Ave, Southport, CT 06890

    Welcome to this charming 3-bed, 2-bath Cape-style home in highly desirable Southport. Filled with natural light and character, this lovingly maintained home is available for rent for the first time. The main level features beautifully refinished hardwood floors and a cozy wood-burning fireplace creating a warm, welcoming feel. Updated bathrooms and all-new appliances add modern comfort and

    Kevin Moore Higgins Group Real Estate

    196 Woodrow Ave, Southport, CT 06890
  • 32 Narrow Rocks Rd, Westport, CT 06880

    $1,774,000 Sold Aug 27, 2025

    • 1,883 Sq Ft
    • $942/SF
    • 8 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1949

    32 Narrow Rocks Rd, Westport, CT 06880

    Welcome to 32 Narrow Rocks Road, an exceptional ranch-style home nestled in the highly desirable Compo Beach neighborhood of Westport, CT. This 1,883-square-foot residence sits on a generous 0.74-acre lot, with no wetlands, offering expansive outdoor space and endless possibilities. Located just steps from Longshore Golf Course, Compo Beach, and the train station, this home presents a unique

    Judy Michaelis Coldwell Banker Realty

    32 Narrow Rocks Rd, Westport, CT 06880
  • /40

    $4,700,000

    • 8 Beds
    • 9 Baths
    • 8,412 Sq Ft

    32 Webb Rd, Westport, CT 06880

    Welcome to 32 Webb Road, a stunning new home nestled on a quiet cul-de-sac in one of Westport's most desirable neighborhoods. Thoughtfully designed and masterfully built, this home blends timeless New England architecture with high-end modern finishes and exceptional attention to detail. Step inside to discover a sun-filled open floor plan, custom millwork, and beautifully scaled living spaces.

    Judy Michaelis Coldwell Banker Realty

    32 Webb Rd, Westport, CT 06880
  • /5

    $1,150 per month

    • 1 Bed
    • 1 Bath
    • 922 Sq Ft
    • Condo for Rent

    77 Lenox Ave Unit 3, Bridgeport, CT 06605

    Property Id: 2104333Cozy one bedroom apartment for rent, Section8 okay, $1150.00. 3rd floor. Range, microwave, dishwasher, washing machine, electric heat an a working refrigerator. No pets. Available September 15, 2025.

    77 Lenox Ave Unit 3, Bridgeport, CT 06605
  • 39 Campbell Rd, Fairfield, CT 06824

    $1,600,000 Sold Aug 27, 2025

    • 4,033 Sq Ft
    • $397/SF
    • 17 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1927

    39 Campbell Rd, Fairfield, CT 06824

    Located in one of Greenfield Hill's premier locations on a private cul-de-sac, this 1920's 10RM,5BR,3/1BTH COL combines Classic architecture with Spacious Living! Hdwd Floors accent FOYER opening to LR w/fplc & DR w/Blt-ins. Lg KIT w/granite c-tops & French drs lead to FAMRM w/vlt Ceiling, fplc & sliders to 4-Season SUNROOM overlooking spectacular prvt yard, stone Patio & Pool. A quiet DEN

    Carol McCullough Berkshire Hathaway NE Prop.

    39 Campbell Rd, Fairfield, CT 06824

Showing Results 241 - 280, Page 7 of 18

How to Buy a Home How to Finance a Home How to Sell a Home