Southport, CT Homes

• 

  

  

  /38

  $849,000

  • 4 Beds
  • 2.5 Baths
  • 2,267 Sq Ft

  1009 High St, Fairfield, CT 06824

  Nestled in the heart of Fairfield's sought after University Neighborhood, this timeless Colonial style home, built in 1977, unfolds across 2,267 sq/ft of thoughtfully arranged living space and features incredible storage areas (including a double car garage with loft!) Four well appointed bedrooms and two and a half baths offer a comfortable sanctuary for homeowners. The primary bedroom also

  Francis O'Driscoll Higgins Group Bedford Square

  1009 High St, Fairfield, CT 06824
• 

  

  

  /23

  $20,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft
  • House for Rent

  Unlisted Address

  This is a Summer Rental Only. Welcome to your Summer Oasis while you enjoy beautiful Sunrises, Sunsets and Water view's. Walk from the patio to your own private beach and enjoy all Long Island Sound has to offer. This home features 3 Bedrooms, (with Water Views) 2 Full Baths and 1 Half Bath, enjoy eating in the Sunporch offering floor to Ceiling Views of Long Island Sound. Private Patio to enjoy

  Joanne Cisek William Raveis Real Estate

  Unlisted Address
• 

  $400,000 Sold Aug 21, 2025

  • 1,296 Sq Ft
  • $309/SF
  • 62 Days On Market

  • 3 Beds
  • 0.5 Baths
  • Built 1952

  1411 Black Rock Turnpike, Fairfield, CT 06825

  YOUR OPPORTUNITY AWAITS TO EXPAND, RENOVATE AND CREATE YOUR VISION FOR YOUR NEW HOME. SITUATED IN B-RESIDENTIAL ZONE WITH NEWER HEATING, CENTRAL A/C, ELECTRICAL SERVICE, ROOF, SIDING, WINDOWS AND GARAGE WITH A PRIVATE, FENCED YARD CONVENIENTLY LOCATED CLOSE TO SCHOOLS, SHOPPING, RESTAURANTS AND DINING ALL MINUTES TO BEACHES, PARKS/REC, TOWN CENTER, I-95, RT 15 MERRITT PARKWAY AND METRO NORTH

  Joanne Rinaldi William Raveis Real Estate

  1411 Black Rock Turnpike, Fairfield, CT 06825
• 

  Est $1,137,526 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,004 Sq Ft

  5 Maple Ln, Westport, CT 06880

  5 Maple Ln, Westport, CT 06880
• 

  

  

  /39

  $3,250,000

  • 6 Beds
  • 7.5 Baths
  • 14,110 Sq Ft

  21 Queens Grant Dr, Fairfield, CT 06824

  There are houses you tour, and then there are estates that capture your imagination. This extraordinary Greenfield Hill Colonial is the latter-a 9,700+ sq. ft. residence set on a pristine 2-acre corner lot in one of Fairfield's most prestigious neighborhoods. A paver-stone drive winds past manicured gardens to a grand two-story entry with a sweeping staircase, setting the tone for elegant living.

  Elizabeth Tritschler William Raveis Real Estate

  21 Queens Grant Dr, Fairfield, CT 06824
• 

  

  /5

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 45,021 Sq Ft
  • Apartment for Rent

  45 Monroe St Unit C9, Bridgeport, CT 06605

  Welcome to the NEWLY RENOVATED Blackrock Homes Apartments! The Blackrock neighborhood of Bridgeport, CT is a desirable location with a bohemian vibe. Blackrock features great restaurants and bars, with live music and an engaging crowd, not to mention the beautiful waterfront. You are only minutes to the Metro North station and Fairfield, CT. This vintage building is being renovated throughout,

  Tania Pinzon CLS Group

  45 Monroe St Unit C9, Bridgeport, CT 06605
• 

  $1,609,000 Sold Aug 20, 2025

  • 4,486 Sq Ft
  • $359/SF
  • 37 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1995

  102 W Morgan Ave, Fairfield, CT 06824

  Charming Colonial situated perfectly in the heart of Fairfield's beloved beach neighborhood, this stunning home offers the best of in-town living & an incredible lifestyle! Enjoy the convenience of just a short stroll to top-rated restaurants, charming downtown shops, the train for commuters, & Fairfield's beautiful beaches-ideal for year-round enjoyment! Boasting over 4,400 square feet of

  Melissa Montagno Higgins Group Real Estate

  102 W Morgan Ave, Fairfield, CT 06824
• 

  Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,920 Sq Ft

  113 North Ave, Westport, CT 06880

  113 North Ave, Westport, CT 06880
• 

  

  /14

  $749,000

  • Land
  • 1.02 Acres
  • $734,314 per Acre

  844 Mill Hill Terrace, Fairfield, CT 06890

  This 1.02 acre parcel offers the rare combination of privacy and premier location. Tucked away in a quiet Southport neighborhood, yet just minutes to the harbor, beaches, train, restaurants, and charming village shops - it's the best of both worlds. The possibilities are endless - City water, City sewer and Natural Gas are available in the street. Whether you envision a timeless New England

  Barbara Sweeney Coldwell Banker Realty

  844 Mill Hill Terrace, Fairfield, CT 06890
• 

  

  /11

  $1,750 per month

  • 1 Bed
  • 1 Bath
  • 1,400 Sq Ft
  • Apartment for Rent

  45 Monroe St Unit C18, Bridgeport, CT 06605

  Welcome to the NEWLY RENOVATED Blackrock Homes Apartments! The Blackrock neighborhood of Bridgeport, CT is a desirable location with a bohemian vibe. Blackrock features great restaurants and bars, with live music and an engaging crowd, not to mention the beautiful waterfront. You are only minutes to the Metro North station and Fairfield, CT. This vintage building is being renovated throughout,

  Tania Pinzon CLS Group

  45 Monroe St Unit C18, Bridgeport, CT 06605
• 

  $751,000 Sold Aug 20, 2025

  • 2,604 Sq Ft
  • $288/SF
  • 16 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1986

  68 Ardmore St, Fairfield, CT 06824

  Fantastic investment opportunity! Well maintained by the original owner for many years, this property features a newer roof (2017) and new central air in Unit 68 (installed 3 years ago). Each unit offers 3 bedrooms, 1 full bath, and 1 half bath, along with a private deck and yard area. Both units include full basements with washer/dryer hookups and attic space for additional storage. Conveniently

  Carrie Sakey Coldwell Banker Realty

  68 Ardmore St, Fairfield, CT 06824
• 

  Est $1,759,717 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,580 Sq Ft

  17 Pine Dr, Westport, CT 06880

  17 Pine Dr, Westport, CT 06880
• 

  

  /20

  $624,900

  • 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
• 

  

  /19

  $2,750 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • House for Rent

  1 Ridgewood Ln, Westport, CT 06880

  Charming one bedroom, one bath cottage yearly furnished rental in the Old Hill neighborhood of Westport. This stand alone cottage has lovely natural light with hardwood floors, high ceilings & a full kitchen with a breakfast bar. The primary bedroom has a walk in closet & hardwood floors. There is a stackable washer/dryer laundry in the full bath. The deck & additional patio offer lovely outdoor

  Mary Kate Klemish-Boehm Brown Harris Stevens

  1 Ridgewood Ln, Westport, CT 06880
• 

  $1,699,000 Sold Aug 20, 2025

  • 4,250 Sq Ft
  • $400/SF
  • 28 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2025

  1846 Mill Plain Rd, Fairfield, CT 06824

  Modern Luxury, Masterfully Built! This 4,000+/- sqft home by Cypress Development has been torn down and rebuilt from the ground up, blending timeless design with modern luxury. With 5 bedrooms, 4 full bathrooms, and a flexible layout, it's thoughtfully crafted for today's lifestyle. The open-concept main level features 9' ceilings, a spacious living room, formal dining area, a four-season

  Jacob Bivona Keller Williams Prestige Prop.

  1846 Mill Plain Rd, Fairfield, CT 06824
• 

  Est $2,794,946 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,865 Sq Ft

  52 Weston Rd, Westport, CT 06880

  52 Weston Rd, Westport, CT 06880
• 

  

  /16

  $1,203,869

  • 6 Beds
  • 6 Baths
  • 3,310 Sq Ft

  450 Davidson St, Bridgeport, CT 06605

  A fantastic well-maintained and fully leased 3 family in a desirable cul-de-sac in Blackrock. Less than a mile from the Fairfield metro train station as well as saint Mary's by the sea. Laundry on every floor. Utilities metered and separated. Compelling NOI.

  Dominic Discala Christofor Realty II LLC

  450 Davidson St, Bridgeport, CT 06605
• 

  

  /26

  $3,975 per month

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft
  • Townhouse for Rent

  564 Black Rock Turnpike Unit 564, Fairfield, CT 06825

  Welcome to this beautifully maintained townhouse offering 3 spacious bedrooms with generous closet space and 2.5 bathrooms. The main level boasts a formal living room, a formal dining room, and a large open kitchen with breakfast nook, perfect for everyday living and entertaining. A half bathroom and in unit laundry complete this level for added convenience. Upstairs, the primary suite features a

  Laura Almeyda Huntsman,Meade & Partners Comp

  564 Black Rock Turnpike Unit 564, Fairfield, CT 06825
• 

  $4,495,000 Sold Aug 19, 2025

  • 7,259 Sq Ft
  • $619/SF
  • 84 Days On Market

  • 7 Beds
  • 8 Baths
  • Built 2025

  104 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. Refined modern

  Doug Bross Coldwell Banker Realty

  104 Compo Rd S, Westport, CT 06880
• 

  Est $4,116,445 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,900 Sq Ft

  9 Sherwood Dr, Westport, CT 06880

  9 Sherwood Dr, Westport, CT 06880
• 

  

  /18

  $2,000,000

  • 4 Beds
  • 2 Baths
  • 1,925 Sq Ft

  20 Ermine St, Fairfield, CT 06824

  Endless opportunities await at this property-whether a buyer envisions their ideal home, a buyer interested in constructing a multigenerational family residence, someone looking to renovate the current home or rebuild and take advantage of the surrounding land, or a builder looking for a new project, this is the perfect place for you, Three individual lots, totaling three secluded acres, are

  Harriet Stone William Pitt Sotheby's Int'l

  20 Ermine St, Fairfield, CT 06824
• 

  

  /10

  $6,950 per month

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft
  • House for Rent

  46 Old Rd, Westport, CT 06880

  Welcome to this charming colonial rental in Westport! Offering 2,500 sq. ft. with 3 bedrooms, 2.5 baths, a family room with fireplace, modern kitchen, laundry, and first-floor primary bedroom. Detached 2-car garage, attic, 0.50-acre lot, and recent interior & exterior updates complete this inviting home.

  Salvatore Dinardo Westfair Realty Group, LLC

  46 Old Rd, Westport, CT 06880
• 

  $169,000 Sold Aug 19, 2025

  • 911 Sq Ft
  • $186/SF
  • 119 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1962

  2370 North Ave Unit 10A, Bridgeport, CT 06604

  HEAT, HOT/COLD WATER + MORE INCLUDED! 10th Floor End unit at the Regency. Prime location in historic Brooklawn neighborhood. Impressive city and water views from your own private balcony. Well cared for and maintained over the years. Offers a spacious floor plan flooded with natural sunlight. Recent updates include new Central AC units throughout and a new sliding door/windows in the living room.

  Wessam Ahmad Real Broker CT, LLC

  2370 North Ave Unit 10A, Bridgeport, CT 06604
• 

  Est $3,083,751 Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 6,094 Sq Ft

  3 Indian Point Ln, Westport, CT 06880

  3 Indian Point Ln, Westport, CT 06880
• 

  

  /27

  $734,900

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  230 Saugatuck Ave Unit 6, Westport, CT 06880

  Welcome to Indian River Green! Located in a private community of 20 Townhouse Style Units in the desirable Saugatuck neighborhood with walk to train convenience. Beautiful Open Concept design with custom kitchen which features skylights, vaulted ceiling, corian countertops and tile backsplash. The dining room has built -in bookcases and opens to the spacious Living Room which boasts a fireplace,

  Scott Wright RE/MAX Right Choice

  230 Saugatuck Ave Unit 6, Westport, CT 06880
• 

  

  /19

  $3,600 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  20 Southport Woods Dr, Southport, CT 06890

  Completely renovated - 2 Bedroom 2 Bathroom FIRST FLOOR UNIT. Enter into a spacious living room with large windows. Nicely appointed kitchen with Quartz countertop and stainless steel appliances. This lovely remodeled home has 2 large bedrooms with beautiful floors throughout. The Primary bedroom suite with walk-in closet includes a spacious bathroom with standing shower. Guest bathroom has tub

  Lisa Fratarcangeli William Raveis Real Estate

  20 Southport Woods Dr, Southport, CT 06890
• 

  $810,000 Sold Aug 18, 2025

  • 1,908 Sq Ft
  • $425/SF
  • 61 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1961

  343 Steiner St, Fairfield, CT 06825

  **HIGHEST and BEST offers by Wednesday, June 25 at 12pm** Beautifully appointed at the end of a cul-de-sac, 343 Steiner St is a lovely sight with lush gardens and a welcoming exterior. This 4 bedroom, 2.5 bathroom home has all the best features a Colonial offers, like a traditional floor plan and facade, & special details like French doors and bountiful gardens. Inside, the foyer is flanked by

  Sarah Pritchard William Raveis Real Estate

  343 Steiner St, Fairfield, CT 06825
• 

  Est $3,598,759 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 6,117 Sq Ft

  90 Turkey Hill Rd S, Westport, CT 06880

  90 Turkey Hill Rd S, Westport, CT 06880
• 

  

  /19

  $546,000

  • 2 Beds
  • 1.5 Baths
  • 1,268 Sq Ft

  299 Marlborough Terrace, Fairfield, CT 06825

  Sun-Drenched Charmer! This move-in ready 2-bedroom home offers an open floor plan-with plenty of room to expand-and gleaming hardwood floors throughout. Enjoy the fully renovated kitchen featuring brand-new appliances, modern cabinetry, and ample storage space. Recent improvements include brand-new windows and storm doors, updated insulation, and energy-efficient mini-splits providing both

  Deborah Merlino William Raveis Real Estate

  299 Marlborough Terrace, Fairfield, CT 06825
• 

  

  /31

  $3,400 per month

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • House for Rent

  30 Crescent Park Rd, Westport, CT 06880

  Welcome to this beautifully remodeled two-bedroom, two-bath modular home located in a prime Westport community. Set within a modular home park, this property offers a excellent location just minutes to shopping, dining, and the train - ideal for commuters and anyone seeking convenience. Inviting open floor plan with luxury vinyl plank flooring, modern kitchen with stainless steel appliances, and

  Linda Almonte Berkshire Hathaway NE Prop.

  30 Crescent Park Rd, Westport, CT 06880
• 

  $2,000,000 Sold Aug 18, 2025

  • 4,060 Sq Ft
  • $493/SF
  • 55 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1989

  2787 Redding Rd, Fairfield, CT 06824

  Nestled in the heart of Greenfield Hill, this beautifully updated residence offers the perfect balance of classic New England charm and modern luxury. Set on two private, professionally landscaped acres with great curb appeal, the 4-bedroom, 4.5 bathroom home boasts spacious interiors, high-end finishes and an effortless indoor-outdoor lifestyle all with one-level living. The gracious living room

  Kathy FitzSimons William Pitt Sotheby's Int'l

  2787 Redding Rd, Fairfield, CT 06824
• 

  Est $1,547,539 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft

  7 Sue Terrace, Westport, CT 06880

  7 Sue Terrace, Westport, CT 06880
• 

  

  /38

  $4,350,000 Open Sun 1PM - 3PM

  • 7 Beds
  • 7.5 Baths
  • 6,679 Sq Ft

  102 Compo Rd S, Westport, CT 06880

  THE ESTATES AT COMPO SOUTH - SIR Development presents the last 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 elevator-ready home begins

  Doug Bross Coldwell Banker Realty

  102 Compo Rd S, Westport, CT 06880
• 

  

  /34

  $4,000 per month

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

  51 Fortuna Dr, Fairfield, CT 06824

  Beach area Rental. The level yard creates a welcoming outdoor environment, perfect for relaxation, gardening, or outdoor activities. The proximity to the beach allows for leisurely strolls, beach days, and water-based recreation. The walkable access to the town center enables residents to conveniently explore local shops, Fairfield's famous restaurants, and community events. The single car

  Robert Richter Coldwell Banker Realty

  51 Fortuna Dr, Fairfield, CT 06824
• 

  $570,000 Sold Aug 18, 2025

  • 1,200 Sq Ft
  • $475/SF
  • 40 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  116 Southport Woods Dr, Southport, CT 06890

  Welcome to 116 Southport Woods Drive, a bright and versatile 2 bedroom, 2 full bath first-floor corner unit in the highly desired Southport Woods community, where comfort and convenience come together effortlessly. The entire unit features brand new floors, stylish new window treatments, and a freshly painted interior, creating an updated and inviting atmosphere throughout. The kitchen offers

  Tara Gleason William Raveis Real Estate

  116 Southport Woods Dr, Southport, CT 06890
• 

  Est $1,895,582 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,575 Sq Ft

  3 Butternut Ln, Westport, CT 06880

  3 Butternut Ln, Westport, CT 06880
• 

  

  /20

  $555,000

  • 3 Beds
  • 1 Bath
  • 1,282 Sq Ft

  143 Sawyer Rd, Fairfield, CT 06824

  Perfect for Fairfield starter or sizing down. Long time owner and very well cared for, requiring no immediate repairs. Great convenient location. Rear deck overlooks level private yard. Exterior maintenance free. Opportunity to customize your remodel and decor. Eat-in kitchen along-side formal dining room. Living room with wood burning fireplace. 3rd bedroom presently used as den.

  Joseph Almeida The Almeida Group

  143 Sawyer Rd, Fairfield, CT 06824
• 

  

  /39

  $7,250 per month

  • 4 Beds
  • 3.5 Baths
  • 3,330 Sq Ft
  • House for Rent

  121 Woodland Rd, Fairfield, CT 06825

  Welcome to 121 Woodland Road, a one-of-a-kind, custom-built Colonial that blends timeless design, high-end finishes, and modern convenience in one of Fairfield's most desirable residential pockets. Built by a local builder for his family, this home offers both luxury and functionality - set at the very end of a peaceful cul-de-sac, offering rare privacy and tranquility. From the moment you

  lucas papageorge Compass Connecticut, LLC

  121 Woodland Rd, Fairfield, CT 06825
• 

  $2,950,000 Sold Aug 18, 2025

  • 6,416 Sq Ft
  • $460/SF
  • 72 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 2011

  22 Marion Rd, Westport, CT 06880

  Set on picturesque property in a prime Old Hill-area location, this exceptional home offers space, amenities and convenience rarely seen. Approached from a circular driveway, this impressive home welcomes you from a front porch into an exquisite foyer with stunning carpentry and detailed wood flooring, which showcase the artistry of high-end home builder SIR Development. The generous layout

  Alex Chingas Coldwell Banker Realty

  22 Marion Rd, Westport, CT 06880
• 

  Est $3,314,305 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,456 Sq Ft

  9 Murvon Ct, Westport, CT 06880

  9 Murvon Ct, Westport, CT 06880

Showing Results 361 - 400, Page 10 of 18