Southport, CT Homes for Sale

/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
/31
$1,699,000 Open Sun 1PM - 3PM
- 4 Beds
- 3.5 Baths
- 3,648 Sq Ft
60 Eleanor Terrace, Fairfield, CT 06824

Savor the coastal lifestyle in this chic, modern 2021 construction home in the highly desirable Fairfield Beach neighborhood. Just a quick stroll to the beach with pavillion, Fairfield town marina & Sand Castle Park. Hard to find beach area NOT in Flood Zone! No flood insurance required. Thoughtfully designed for open & airy living. Step into open concept living with a spacious living room that

Katie O'Grady Compass Connecticut, LLC

60 Eleanor Terrace, Fairfield, CT 06824
/11
$179,900
- 1 Bed
- 1 Bath
- 992 Sq Ft
25 Cartright St Unit 1E, Bridgeport, CT 06604

Welcome to the Cartright Condominium Complex located in the Brooklawn area. This freshly painted and updated first floor unit provides a wonderful opportunity for homeownership. Unit offers an abundance of closet space, including a walk-in hallway closet, newly polished wood parquet floors, and new kitchen, bath and closet flooring. Additionally, the kitchen has a brand new electric stove and

Sharon Walsh Showcase Realty, Inc.

25 Cartright St Unit 1E, Bridgeport, CT 06604
/40
$12,000,000
- 7 Beds
- 6.5 Baths
- 8,119 Sq Ft
260 Willow St, Southport, CT 06890

Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously executed, this exceptional Southport Village residence embodies architectural refinement and effortless elegance. Renowned architect Christopher Pagliaro's philosophy of "addition by subtraction" is evident throughout, resulting in a home that is both sophisticated and serene. Every

Elizabeth Tritschler William Raveis Real Estate

260 Willow St, Southport, CT 06890
/37
$1,750,000
- 4 Beds
- 5 Baths
- 4,277 Sq Ft
175 Battery Park Dr, Bridgeport, CT 06605

Experience breathtaking views of St. Mary's by the Sea from this beautifully updated Colonial nestled on a hilltop in the highly desirable neighborhood of Black Rock. The spectacular vistas of Long Island Sound are enhanced by the multi-level decks and patio providing calming sunrises and colorful sunsets. The outdoor kitchen is great for entertaining with a grill, oven and fire pit. Perfect for

Lori Di Bartholomeo William Raveis Real Estate

175 Battery Park Dr, Bridgeport, CT 06605
/39
$1,800,000 Open Sat 11AM - 1PM
- 5 Beds
- 6 Baths
- 5,136 Sq Ft
101 Brambley Hedge Cir, Fairfield, CT 06824

Move-in ready and freshly updated, this expansive 5,000+ sq ft Colonial is located in the prestigious Ridge of Greenfield Hill-a 24-hour guard-gated community situated on the border of Fairfield and Westport. The Ridge offers a resort-style lifestyle with amenities including a heated pool, lighted tennis courts, pickle ball, playground, and a private recreation center-all set among 96 luxury

Akenmisire Musa The Agency

101 Brambley Hedge Cir, Fairfield, CT 06824
/25
$1,199,000
- 5 Beds
- 3.5 Baths
- 2,312 Sq Ft
46 Park Ln, Westport, CT 06880

Located on a great street, close to town, the train,Winslow Park, the library, stores, Longshore and Compo Beach, the home at 46 Park Lane offers a wonderful opportunity for those wanting to renovate or build new. The 0.60 acre has a beautiful ,level back yard. There are no wetlands and the house is serviced by city water, natural gas and city sewers. The house offers an eat in kitchen, living

Jillian Klaff Coldwell Banker Realty

46 Park Ln, Westport, CT 06880
/39
$1,699,000
- 5 Beds
- 4.5 Baths
- 3,500 Sq Ft
226 Ruane St, Fairfield, CT 06824

Experience elevated coastal living in this stunning new-construction modern Colonial, ideally situated in the heart of Fairfield's desirable beach area. Just a short stroll to South Pine Creek Beach, the train, tennis courts, golf course, and vibrant downtown shops and dining, this home offers an unmatched blend of luxury and lifestyle. Spanning approximately 3,500 square feet, this custom

Michael Puff RE/MAX Town & Country

226 Ruane St, Fairfield, CT 06824
/40
$1,900,000 Open Sun 1PM - 3PM
- 6 Beds
- 3.5 Baths
- 4,318 Sq Ft
312 Towne House Rd, Fairfield, CT 06824

A gracious front porch welcomes you to this sophisticated colonial where comfort and luxury abound. The entry hall with striking floor to ceiling picture frame molding, setting the tone for the refined details found throughout the home. The family room greets you with many carefully curated features including book shelves framing the entry, coffered ceiling, gas fireplace flanked by built in

Paulette Cuozzo William Raveis Real Estate

312 Towne House Rd, Fairfield, CT 06824
/40
$2,049,000
- 6 Beds
- 4.5 Baths
- 4,474 Sq Ft
31 High Ridge Rd, Fairfield, CT 06825

A flat spacious lot that is peaceful, yet connected. This new construction home is brought to you by reputable, local, award- winning builder DeLaurentis Developments Signature Homes. Architecturally designed & engineered w/ its beautiful lot & today's buyer in mind. This thoughtfully designed, open concept, flexible floor plan includes 6 bedrooms, 4.1 bathrooms, 2-car attached garage w/ wifi

Jennifer DeLaurentis Compass Connecticut, LLC

31 High Ridge Rd, Fairfield, CT 06825
/19
$195,000
- 1 Bed
- 1 Bath
- 911 Sq Ft
2370 North Ave Unit 5E, Bridgeport, CT 06604

Why rent when you can own? This bright and beautifully updated condo offers an open and inviting layout with a spacious living and dining area filled with natural light. Step out onto your private balcony and enjoy fresh air and city views. The modern kitchen features stainless steel appliances, updated cabinetry, and ample counter space-perfect for everyday living. Monthly HOA covers heat, hot

Nicole Copans Corcoran Centric Realty

2370 North Ave Unit 5E, Bridgeport, CT 06604
/39
$2,200,000
- 6 Beds
- 2 Baths
- 2,180 Sq Ft
2142 Fairfield Beach Rd, Fairfield, CT 06824

OPPORTUNITY KNOCKS TWICE with the only two-family home on Fairfield beach road Peninsula. Great rental income. Newly painted inside and out and completely furnished. This duplex features a spacious four-bedroom unit and a two-bedroom unit on the creek side with private gate access to the beach just across the road. Features include a wrap-around deck on the creek side with boat access to Long

Michael Menillo Collage Realty

2142 Fairfield Beach Rd, Fairfield, CT 06824
/18
$569,000
- 2 Beds
- 1.5 Baths
- 1,268 Sq Ft
299 Marlborough Terrace, Fairfield, CT 06825

Charming and Move-In Ready! This beautifully updated home offers 2 spacious bedrooms, an open floor plan, and gleaming hardwood floors throughout-perfect for everyday living and entertaining. 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

Deborah Merlino William Raveis Real Estate

299 Marlborough Terrace, Fairfield, CT 06825
/38
$1,699,999
- 4 Beds
- 4.5 Baths
- 4,075 Sq Ft
248 Mayweed Rd, Fairfield, CT 06824

Like new, six-year young home in sought after university neighborhood set on a cul-de-sac in Tanaka Glen. This property offers 9"+ ceilings, custom millwork throughout, designer kitchen and a well thought out main level floor plan for today's lifestyle. Finished walk-out lower level includes a full bath, a spacious recreation room/gym and storage. Hardwood flooring throughout with a neutral

Christopher Maroc Coldwell Banker Realty

248 Mayweed Rd, Fairfield, CT 06824
/40
$15,000,000
- 7 Beds
- 10 Baths
- 9,129 Sq Ft
4800 Congress St, Fairfield, CT 06824

Surrounded by stone walls, this storied, spectacular and private 38.91-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a one of a kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths, all with views over the

Leslie Razook William Pitt Sotheby's Int'l

4800 Congress St, Fairfield, CT 06824
/40
$1,645,000 Open Sat 12PM - 3PM
- 5 Beds
- 4.5 Baths
- 3,927 Sq Ft
550 Davis Rd, Fairfield, CT 06825

Absolutely GORGEOUS new construction, elegantly crafted, that blends modern sophistication with coastal charm in this 5-BDR, 4.5 BTH home. The main level offers a balance of open-concept living and defined spaces, featuring 9' ceilings, white oak floors, custom millwork, and curated designer fixtures. The gourmet kitchen includes Thermador Pro appliances, quartz countertops, and a large island,

Carmen Desiato Higgins Group Real Estate

550 Davis Rd, Fairfield, CT 06825
/39
$2,099,000 Open Sun 1PM - 3PM
- 5 Beds
- 5 Baths
- 6,596 Sq Ft
92 Hornbeam Rd, Fairfield, CT 06824

Perfectly sited on a quiet cul-de-sac in the Greenfield Hill neighborhood, this exquisite farmhouse-style home offers over 5,000 sq ft of elegant living space on a spectacular, level property. The classic character and contemporary elegance defines this home offering 5 bedrooms, 5 baths, custom millwork, refined designer details and exceptional outdoor living. Step into a gracious foyer flanked

Jennifer Lockwood Coldwell Banker Realty

92 Hornbeam Rd, Fairfield, CT 06824
/40
$3,300,000 Open Sat 1PM - 4PM
- 5 Beds
- 8 Baths
- 6,414 Sq Ft
750 Burr St, Fairfield, CT 06824

Lions Gate: No need to move to the south of France as this extraordinary residence is right here in coveted Fairfield. Enter through grand gates into a world of privacy where character, convenience, security & serenity magically meet. Magazine-worthy grounds are the soul of the estate-lush, expansive, & exquisitely curated. With a shimmering pool, spectacular California Redwood Pool House with

Julie Vanderblue Higgins Group Real Estate

750 Burr St, Fairfield, CT 06824
/39
$1,679,000
- 5 Beds
- 2.5 Baths
- 3,469 Sq Ft
478 Crestwood Rd, Fairfield, CT 06824

Classic Colonial in Prime University Area Location. This 1937 Colonial offers four finished levels of living space and a rare combination of character, flexibility, and outdoor living-all set on one of the University Area's most desirable streets. The interior features a thoughtful blend of formal and casual spaces, providing the ideal layout for both everyday living and entertaining. Original

Wendy Ryan Brown Harris Stevens

478 Crestwood Rd, Fairfield, CT 06824
/40
$1,390,000 Open Sat 11AM - 2PM
- 2 Beds
- 2.5 Baths
- 1,416 Sq Ft
785 Post Rd E Unit 202, Westport, CT 06880

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 Home, these

Todd Gibbons Boost Real Estate Group

785 Post Rd E Unit 202, Westport, CT 06880
/40
$1,675,000
- 5 Beds
- 4.5 Baths
- 4,459 Sq Ft
1207 Stillson Rd, Fairfield, CT 06824

Timeless Luxury meets modern craftsmanship in Fairfield's coveted University area with a Greenfield Hill feel. Welcome to this extraordinary 5 bedroom, 4.5 bath residence offering over 4000 sq ft of new construction luxury, seamlessly blended with a 1935 home set on a beautifully landscaped, private drive at the end of a tranquil lane. From the moment you arrive, you are greeted by sophisticated

Dean Lockery GRL & Realtors, LLC

1207 Stillson Rd, Fairfield, CT 06824
/40
$5,500,000
- 5 Beds
- 7 Baths
- 5,198 Sq Ft
1410 S Pine Creek Rd, Fairfield, CT 06824

Imagine starting each day with breathtaking sunrises over the water, the salty breeze on your face, and your toes in the sand. This magnificent custom-built waterfront estate offers 126 feet of direct beachfront along Fairfield's highly sought-after South Pine Creek Beach Area. Perfectly situated on nearly an acre of property, this stately Federal Colonial was custom built in 2005 and showcases

Melissa Montagno Higgins Group Real Estate

1410 S Pine Creek Rd, Fairfield, CT 06824
/29
$2,100,000 Open Sat 12PM - 3PM
- 4 Beds
- 4.5 Baths
- 4,060 Sq Ft
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
/30
$1,795,000
- 3 Beds
- 3.5 Baths
- 3,707 Sq Ft
174 Cross Hwy, Westport, CT 06880

Private getaway just 1 hour from NYC! Bathed in natural light and surrounded by mature landscaping, this 3-bedroom, 3.5 bath contemporary offers a rare blend of privacy, beauty and lifestyle. Set on 2 level acres with an oversized Har-Tru tennis court, the home features an open, airy floor plan with expansive windows that frame the natural surroundings. Vaulted ceilings and generous entertaining

Emily Gordon Coldwell Banker Realty

174 Cross Hwy, Westport, CT 06880
/27
$499,999
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
13 Hills Ln, Westport, CT 06880

Spacious open floor plan with hardwood floors. Light and bright overlooking beautifully landscaped grounds. Large open living/dinning area, eat-in kitchen. Two oversized bedrooms with lots of closet space. Two fully renovated baths. New appliances, first floor location. A private deck for summer entertaining, fireplace for cold winter nights. Secluded quiet location. Two additional on site

Georgia Kornutik Coldwell Banker Realty

13 Hills Ln, Westport, CT 06880
/31
$3,900,000 Open Sun 1PM - 3PM
- 6 Beds
- 5.5 Baths
- 7,468 Sq Ft
86 Old Rd, Westport, CT 06880

Magnificent move-in ready new construction brought to you by Sound Home Builders. Centrally located in the heart of Westport's coveted Long Lots, Hunt Club and Greens Farms neighborhoods. Elegant design and finishing detail, soaring ceilings and master craftsmanship throughout. Oversized European windows and doors fill the home with natural light. The kitchen features custom cabinetry, warm hues,

Tom Preston Keller Williams Realty

86 Old Rd, Westport, CT 06880
/7
$4,899,000
- 5 Beds
- 8 Baths
- 7,400 Sq Ft
10 Tierney Ln, Westport, CT 06880

This is the second of 2 custom homes in final stages of completion, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents

Laurie Crouse Coldwell Banker Realty

10 Tierney Ln, Westport, CT 06880
/40
$4,999,000
- 5 Beds
- 4.5 Baths
- 4,669 Sq Ft
216 Hillspoint Rd, Westport, CT 06880

Compo Beach Coastal Compound+Water Views+Approved Lot! A rare Compo Beach opportunity-beautifully rebuilt, expanded 5 bed/4.5 bath home on a .47-acre parcel-INCLUDES AN APPROVED BUILDABLE .14 ACRE LOT. Enjoy stunning water views, privacy & unmatched lifestyle just steps from Old Mill & Compo Beaches! Discover a rare blend of timeless character & sophisticated living in this coastal estate.

Sarah Fair William Raveis Real Estate

216 Hillspoint Rd, Westport, CT 06880
/37
$4,895,000
- 7 Beds
- 7.5 Baths
- 9,035 Sq Ft
26 Morningside Dr S, Westport, CT 06880

Welcome to 26 Morningside Drive South - the first completed residence in the prestigious Sherwood Estates at Greens Farms, where timeless heritage and modern luxury meet. This newly built, four-story home is a masterclass in design, set in one of Westport's most sought-after neighborhoods. Every element has been thoughtfully curated to elevate daily living and impress when entertaining. Step

John Schiaroli Coldwell Banker Realty

26 Morningside Dr S, Westport, CT 06880
/27
$3,895,000
- 6 Beds
- 7 Baths
- 5,510 Sq Ft
2 Webb Rd, Westport, CT 06880

Welcome to everything you've ever wanted! NEW CONSTRUCTION, Pool, cul-de-sac, in a neighborhood that is great for walking and biking in central Westport. Walk to Post Rd shops/restaurants, Winslow dog park, even Main St., Library, and the Levitt Pavilion! 6 bedrooms/5 full baths/ 2 half baths. 4 finished floors of living space. Gunite Pool w/Automatic Safety Cover and Room for Cabana. HUGE, FLAT

Lori Popkin Coldwell Banker Realty

2 Webb Rd, Westport, CT 06880
/40
$3,749,000
- 5 Beds
- 4.5 Baths
- 6,661 Sq Ft
2683 Bronson Rd, Fairfield, CT 06824

Located in the heart of Greenfield Hill at the top of Bronson Road, this iconic Connecticut estate sits on 2+ beautifully landscaped acres with distant water views of Long Island Sound. Across from a majestically developed family and horse-farm compound and outside the historic district, this home blends old-world charm with modern comforts. Originally built in 1844 and significantly expanded and

Tara Hawley Coldwell Banker Realty

2683 Bronson Rd, Fairfield, CT 06824
/8
$7,399,000
- 6 Beds
- 7.5 Baths
- 8,035 Sq Ft
7 Roshab Ln, Westport, CT 06880

This listing includes 1000 SF pool house/ADU. Set on over 2 acres in one of Westport's most prestigious neighborhoods, this stunning new construction by HOBI award winner Rick Benson, blends modern luxury with timeless design. Surrounded by mature trees, the home offers privacy & serenity minutes from trains, shopping, & beaches. Inside, discover 6 spacious bedrooms, 7 full/1 half baths,

Totney Benson Coldwell Banker Realty

7 Roshab Ln, Westport, CT 06880
/30
$1,199,000 Open Sun 2PM - 4PM
- 5 Beds
- 3 Baths
- 2,564 Sq Ft
11 Catamount Rd, Westport, CT 06880

Experience gracious living in this 5-bed, 3-bath Mattera-built contemporary high ranch on a sprawling one-acre lot adorned with mature landscaping and captivating rock outcroppings. Flooded with natural light, this home has been well maintained and loved by the original owners, including a new septic tank, installed in 2023. The lower level, ideal for an au pair or in-laws, adds versatility to

Kathleen O'Connell Coldwell Banker Realty

11 Catamount Rd, Westport, CT 06880
/6
$648,000
- 1 Bed
- 5,050 Sq Ft
670 Clinton Ave, Bridge Port, CT 06605

Discover the potential of this conveniently located versatile property where commercial and residential opportunities seamlessly blend. Boasting a generous 5,050 square feet, this building sitting on just under a quarter acre corner lot, providing ample space for both business and personal use. The property is currently being used as office space for a non-profit organization with the ability to

Carrie Braley Compass Connecticut, LLC

670 Clinton Ave, Bridge Port, CT 06605
/40
$3,450,000
- 5 Beds
- 5 Baths
- 3,561 Sq Ft
6 Over Rock Ln, Westport, CT 06880

Showings start Wednesday afternoon. Welcome to 6 Over Rock Lane - a stunning 1920s colonial retreat in the heart of Westport, Connecticut. Created by renowned designer Dan Barsanti and artist Rena Levine, it blends timeless New England charm with sophisticated modern living. A unique move-in opportunity with curated designer furniture offered. Set on a quiet, luxurious street in one of Westport's

Judy Michaelis Coldwell Banker Realty

6 Over Rock Ln, Westport, CT 06880
/18
$305,000
- 2 Beds
- 2 Baths
- 1,145 Sq Ft
3250 Fairfield Ave Unit 210, Bridgeport, CT 06605

Enjoy one-level living with peaceful river and sunset views in the heart of Black Rock Village. This spacious 2 bedroom, 2 bath corner condo is located on the second floor of an elevator building, no stairs to climb. Relax on your private deck overlooking the river, perfect for your morning coffee or unwinding at the end of the day. The open floor plan features brand-new stainless steel

Ariana Benesova eXp Realty

3250 Fairfield Ave Unit 210, Bridgeport, CT 06605
/38
$3,400,000 Open Sat 11AM - 1PM
- 5 Beds
- 9 Baths
- 8,639 Sq Ft
249 Sturges Hwy, Westport, CT 06880

Don't let the address fool you-Sturges Highway is a peaceful, tree-lined street in Westport's sought-after lower-tax area, offering privacy, serenity, and convenience just minutes from town and schools.With NEW MECHANICALS including a NEW FURNACE, NEW ROTH OIL TANK, an NEW 80 GALLON HOT WATER HEATER, and a WHOLE HOUSE GENERATOR this home is move-in ready with peace of mind.This 8,000+ sq ft home

Lainie Floyd William Pitt Sotheby's Int'l

249 Sturges Hwy, Westport, CT 06880
/31
$1,995,000
- 6 Beds
- 5.5 Baths
- 5,489 Sq Ft
130 Easton Rd, Westport, CT 06880

Unique opportunity to renovate this classic Westport estate on three professionally landscaped acres with a pool. You will love the great room with views of the pond and property. Six bedrooms makes space for everyone with a separate guest wing that is perfect for an au-pair.

David Weber Compass Connecticut, LLC

130 Easton Rd, Westport, CT 06880
/40
$2,049,000
- 6 Beds
- 5.5 Baths
- 3,847 Sq Ft
45 Robin Cir, Fairfield, CT 06824

Welcome to the epitome of luxury living. A stunning new construction masterpiece nestled in the prestigious enclave of Fairfield's University Neighborhood by local, multi HOBI Award-Winning builder, DeLaurentis Developments. This architectural marvel boasts exquisite craftsmanship, unparalleled attention to detail, & an array of features that redefine modern elegance. Spanning 3,847 sq. ft. this

Jennifer DeLaurentis Compass Connecticut, LLC

45 Robin Cir, Fairfield, CT 06824
/21
$699,000
- 3 Beds
- 3 Baths
- 2,098 Sq Ft
11 Twin Brooks Ln, Fairfield, CT 06824

Opportunity Knocks for this perfect opportunity for renovation or expansion in prime Location! Nestled on a quiet lower Greenfield Hill cul-de-sac with a peaceful yard, this solidly built home is being sold as-is, where-is with no representation of electric, plumbing, or mechanical systems. TOWN VARIANCE IS IN PLACE FOR EXPANSION and for adding a second story, providing incredible potential to

Michael Traum RE/MAX Heritage

11 Twin Brooks Ln, Fairfield, CT 06824

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