Southport, CT Houses for Sale

/38
$3,150,000 Coming Soon
- 3 Beds
- 2.5 Baths
- 2,554 Sq Ft
5 Compo Hill Ave, Westport, CT 06880

Where serenity meets luxury. Nestled into Westport's Compo Hill neighborhood, this well designed 2,500+/- SF home offers a unique blend of tranquility and sophistication. With breathtaking Long Island Sound views and a design that seamlessly integrates with the seascape, this 3-bedroom, 2 1/2 bathroom oasis redefines coastal living. Wake up to the soothing sound of waves and soak in the stunning

Susan Lieberman

The Riverside Realty Group

(475) 267-4729

5 Compo Hill Ave, Westport, CT 06880
/38
$1,550,000 Open Thu 11AM - 2PM
- 4 Beds
- 2.5 Baths
- 2,478 Sq Ft
16 Mortar Rock Rd, Westport, CT 06880

Set at the end of a cul-de-sac in the desirable Compo South neighborhood, this lovely colonial home offers an ideal Westport location. Enjoy the view of the lush 0.57-acre lot from the charming screened-in porch. The perimeter is lined with spectacular mature perennials creating a private back yard oasis. Additional highlights include the trifecta of city water, city sewer, and natural gas. Need

Linda Dunsmore

Keller Williams Realty

(475) 255-2935

16 Mortar Rock Rd, Westport, CT 06880
/5
$1,950,000
- 4 Beds
- 2.5 Baths
- 2,176 Sq Ft
19 Harding Ln, Westport, CT 06880

Discover an extraordinary opportunity to build or renovate your dream home on this magnificent one-acre property located in the heart of Greens Farms in one of Westport's most coveted neighborhoods. Positioned at the end of a distinguished cul-de-sac, this 2,176 sqft 4 bedroom, 2 full and 1 half bath mid-century ranch style home offers unparalleled privacy and tranquility on beautifully

Brett Lieberman

The Riverside Realty Group

(475) 255-2046

19 Harding Ln, Westport, CT 06880
/37
$1,995,000
- 6 Beds
- 4.5 Baths
- 6,015 Sq Ft
212 Fence Row Dr, Fairfield, CT 06824

Nestled within the prestigious gated enclave of The Ridge, this bespoke Contemporary Cape Cod estate sits gracefully on a premier two-acre parcel, surrounded by curated landscaping and tranquil privacy. From the moment you enter the grand vaulted foyer, the home exudes sophistication and scale, unfolding into a sunken living room awash in natural light from a sweeping wall of windows. Perfectly

Sara Melendez-Hossain

Compass Connecticut, LLC

(475) 281-3911

212 Fence Row Dr, Fairfield, CT 06824
/24
$614,999
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
449 High St, Fairfield, CT 06824

Welcome to your dream home in the heart of Fairfield! This beautifully renovated 3-bedroom, 2-bathroom gem offers the perfect blend of classic charm and modern updates. Step inside to find a bright, open floor plan with gleaming hardwood floors, a brand-new kitchen featuring stainless steel appliances and quartz countertops, and two stylishly updated bathrooms. Enjoy morning coffee on the front

Gary Crawford

RE/MAX RISE

(475) 252-5285

449 High St, Fairfield, CT 06824
/39
$1,050,000 Open Thu 11AM - 2PM
- 3 Beds
- 2.5 Baths
- 1,791 Sq Ft
36 Rayfield Rd, Westport, CT 06880

Renovate or Build New - Prime 1.1 Acre in Westport Tucked away on a quiet cul-de-sac just minutes from downtown Westport, this private 1.1-acre property offers endless possibilities. Renovate the existing 3-bedroom, 2.5-bath home or start fresh and build your dream home in an unbeatable location. Enjoy a spacious family room with a cozy fireplace, and take in the peaceful surroundings from your

Pam Toner

Berkshire Hathaway NE Prop.

(475) 253-3428

36 Rayfield Rd, Westport, CT 06880
/2
$4,895,000 New Construction
- 6 Beds
- 9 Baths
- 9,224 Sq Ft
21 Warnock Dr, Westport, CT 06880

Expected for completion end of summer 2025, this striking architectural design meets refined luxury in a meticulously crafted 9,200+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern

Brett Lieberman

The Riverside Realty Group

(475) 255-6647

21 Warnock Dr, Westport, CT 06880
/6
$2,999,000 New Construction
- 5 Beds
- 6.5 Baths
- 4,854 Sq Ft
12 Bauer Place, Westport, CT 06880

Expected for completion summer 2025, this new construction by AR Luxury Homes is situated on a sought-after cul-de-sac in Long Lots. This 5/6 bedroom, 6.5-bath residence combines thoughtful design, exceptional craftsmanship, & modern luxury across four beautifully finished floors. This open-concept home is designed to impress, with generously proportioned living spaces perfect for today's

Brett Lieberman

The Riverside Realty Group

(203) 779-6182

12 Bauer Place, Westport, CT 06880
/32
$2,795,000 Open Sun 11AM - 3PM
- 4 Beds
- 3 Baths
- 3,015 Sq Ft
4 Budner Ln, Westport, CT 06880

Featured in New England Home, Luxe Magazine, and Westport Lifestyle, 4 Budner Lane is an award-winning home located on a private street in Westport's coveted Greens Farms neighborhood. Taken to the studs in 2019, this 4-bedroom, 3-bathroom residence was completely reimagined with the highest level of craftsmanship, design, and functionality. Every detail of this four bedroom, three full bath home

Carly Woodard William Raveis Real Estate

4 Budner Ln, Westport, CT 06880
/37
$3,400,000
- 5 Beds
- 6 Baths
- 8,639 Sq Ft
249 Sturges Hwy, Westport, CT 06880

Don't be fooled by the name - Sturges Highway is a quiet street in a pretty part of Westport - New Mechanical Systems including a New Furnace, New Roth Oil Tank and 80 gallon hot water tank along with a Full House Generator ensure the home is in top condition. Relaxed, entertaining luxury with all the bells and whistles....Privacy, serenity and convenience featuring Entertaining at it's finest -

Lainie Floyd William Pitt Sotheby's Int'l

249 Sturges Hwy, Westport, CT 06880
/31
$2,249,000 Open Thu 12PM - 2PM
- 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
/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
/35
$2,899,000
- 4 Beds
- 3 Baths
- 3,156 Sq Ft
11 Dogwood Ln, Westport, CT 06880

Experience the best of Westport living in this stunning Mid Century Modern residence set on 1.87 prime acres in the heart of town. This is all about the property! Tucked away on a beautifully landscaped property, this 4-bedroom home offers the perfect blend of privacy, modern design, and everyday convenience. Inside, expansive windows bathe the open living spaces in natural light, with soaring

Linda Skolnick Coldwell Banker Realty

11 Dogwood Ln, Westport, CT 06880
/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
/38
$2,199,000
- 5 Beds
- 3.5 Baths
- 3,975 Sq Ft
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
/40
$2,300,000
- 6 Beds
- 4.5 Baths
- 4,471 Sq Ft
7 Sherwood Farms, Westport, CT 06880

Set in Greens Farms on the premier "Sherwood Farms" cul-de-sac of upscale homes with an Association pool and clubhouse, this Nantucket Shingle-style residence designed by prominent architect, Roger Ferris, is in excellent, move-in condition. Meticulously maintained, this 6-bedroom home offers thoughtful updates throughout the spacious floor plan. The gracious interior begins with a soaring

Alex Chingas Coldwell Banker Realty

7 Sherwood Farms, Westport, CT 06880
/37
$2,750,000
- 5 Beds
- 5.5 Baths
- 5,766 Sq Ft
127 Easton Rd, Westport, CT 06880

This custom-built Colonial set along the Aspetuck River offers stunning curb appeal, privacy, serene surroundings, and thoughtfully designed spaces for both everyday living and elegant entertaining. Step into a dramatic foyer followed by light-filled interiors with soaring ceilings and oversized transom windows. The main level features both formal living and dining rooms with gas fireplaces, an

Polly Sykes Compass Connecticut, LLC

127 Easton Rd, Westport, CT 06880
/39
$3,400,000
- 4 Beds
- 5 Baths
- 3,800 Sq Ft
171 & 169 Compo Rd S, Westport, CT 06880

A stunning new construction tucked away from the road offering a serene setting with privacy and phenomenal convenience to Saugatuck train, Longshore town-golf club, Compo Beach and Downtown all via sidewalks! Purchased together #171 Compo Rd. S. (.16 ac.) and #169 Compo Rd. S. (.34 ac.), can make for a wonderful family compound on a conforming .50 acre. with potential for a pool and ADU/pool

Tanya Sprague William Raveis Real Estate

171 & 169 Compo Rd S, Westport, CT 06880
/39
$4,999,000
- 5 Beds
- 3.5 Baths
- 6,172 Sq Ft
21 Oak Ridge Park, Westport, CT 06880

Centrally located in the heart of Saugatuck. An unexpected hidden oasis awaits you! The setting is nothing short of magical, nestled amid lush greenery with panoramic views of the Saugatuck River and neighboring parkland. South and southwest facing, the home is bathed in natural light throughout the day and offers stunning sunsets. Whether you're lounging poolside or relaxing indoors, the

Tanya Sprague William Raveis Real Estate

21 Oak Ridge Park, Westport, CT 06880
/28
$2,249,000
- 4 Beds
- 3 Baths
- 4,231 Sq Ft
10 Twin Falls Ln, Westport, CT 06880

Beyond Beautiful - The Coolest Modern/Contemp home in Westport! Welcome to 10 Twin Falls Lane, a striking home filled with natural light from floor-to-ceiling windows. Step into the sun-drenched foyer with Mexican terracotta tile (see if you can spot the animal prints from the desert drying process!) You'll be drawn into a world of soaring ceilings, serene views, and inspiring design. The

Kit Tingley Higgins Group Bedford Square

10 Twin Falls Ln, Westport, CT 06880
/32
$2,250,000
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
137 Millard St, Fairfield, CT 06824

Stunning new construction nestled in the desirable Fairfield Beach neighborhood. This fabulous home is crafted by premier Fairfield County builder with over 43 years of esteemed reputation and results. Premium materials, thoughtful design, and masterful workmanship are showcased throughout. Step inside to find a clean, modern, open living space with 9' ceilings. The inviting living room,

Katie O'Grady Compass Connecticut, LLC

137 Millard St, Fairfield, CT 06824
/37
$2,698,000
- 4 Beds
- 8 Baths
- 8,136 Sq Ft
88 Merry Meet Cir, Fairfield, CT 06824

Modern elegance meets estate living at 88 Merry Meet Circle, set on 3+ manicured acres in Fairfield's premier community, The Ridge. Perfectly positioned where Fairfield meets Westport, this gracious colonial manor offers 4+ bedrooms, 6 Full/2 half baths, and 4 finished levels just minutes from vibrant downtowns, beaches, dining, and trains. A grand two-story foyer with custom staircase and

Erin Bremen melson The Agency

88 Merry Meet Cir, Fairfield, CT 06824
/40
$3,125,000 Open Sat 1PM - 4PM
- 5 Beds
- 4.5 Baths
- 5,780 Sq Ft
54 North Ave, Westport, CT 06880

Modern sophistication in a prime Westport location! This 7,555 sqft home with 5 bedrooms and 5 baths offers 3 floors of luxury living. The entire home has a fresh, clean aesthetic w light wood floors, a crisp palette, Marine Wood built-in features & smooth surfaces throughout. The kitchen is anchored by an oversized U shaped work area with seating & there is a full wall of seamless cabinetry

Leslie Clarke Compass Connecticut, LLC

54 North Ave, Westport, CT 06880
/39
$2,697,000 Open Sun 1PM - 3PM
- 5 Beds
- 5 Baths
- 4,549 Sq Ft
26 Hitchcock Rd, Westport, CT 06880

Welcome to Brookside, the sensational new construction by GreenDay and Co., making its grand debut in the enchanting town of Westport! Prepare to be dazzled by our very first home transformation-a stunning fusion of old-world charm and modern luxury that's sure to leave you in awe. This isn't just another modern farmhouse; it's a magnificent reimagining of a European-style residence, meticulously

Mar Jennings Higgins Group Bedford Square

26 Hitchcock Rd, Westport, CT 06880
/37
$2,299,999
- 4 Beds
- 5 Baths
- 3,658 Sq Ft
53 Sylvan Rd N, Westport, CT 06880

Nestled on 1.36 picturesque acres in Old Hill, this renovated antique home is brimming with character and modern comforts. Just moments from town, Post Road, and schools, the enchanting professional landscaped grounds feature specimen and fruit trees, a built-in BBQ and fireplace, and a wisteria-draped pergola over a stone patio. A charming barn offers additional storage or creative use. Inside,

Erica Acheychek Coldwell Banker Realty

53 Sylvan Rd N, Westport, CT 06880
/40
$2,895,000
- 6 Beds
- 4.5 Baths
- 6,856 Sq Ft
5 Northside Ln, Westport, CT 06880

A true Westport landmark, Staffordshire Hall is an extraordinary gated stone estate blending timeless grandeur with modern luxury. Privately nestled on manicured grounds, this bespoke manor spans three levels of meticulously crafted living space. A sweeping circular drive leads to the columned entrance. The Great Hall stuns with a stone hearth, coffered ceilings, and French doors opening to the

Alex Chingas Coldwell Banker Realty

5 Northside Ln, Westport, CT 06880
/40
$2,499,000
- 5 Beds
- 4.5 Baths
- 4,035 Sq Ft
33 Pequot Trail, Westport, CT 06880

This classic colonial residence, situated on a one-acre lot within the esteemed Old Hill neighborhood on a highly desirable street, presents a spacious dwelling with versatile living spaces spanning three levels. Comprising 4,035 square feet (on 3 floors), the property features five bedrooms and four and a half bathrooms. The luminous interior boasts an inviting layout, highlighted by a

Elaine Gibbons Boost Real Estate Group

33 Pequot Trail, Westport, CT 06880
/40
$2,799,000
- 5 Beds
- 6.5 Baths
- 7,269 Sq Ft
342 Midlock Rd, Fairfield, CT 06824

Welcome to Summer Tree Gardens, an extraordinary stately home nestled on over 2 acres of meticulously maintained grounds in the prestigious Greenfield Hill neighborhood of Fairfield, CT. This expansive 7,269 sq. ft. home boasts 5 en-suite bedrooms, 8.5 baths, and an array of luxurious features that blend timeless elegance with modern updates. The home was built by builder Christer Krook. Step

Ken Osborn Higgins Group Bedford Square

342 Midlock Rd, Fairfield, CT 06824
/26
$2,400,000
- 4 Beds
- 6 Baths
- 5,540 Sq Ft
230 Winton Rd, Fairfield, CT 06824

Located in highly sought-after WINTON PARK, this property features an in-ground POOL, fenced rear yard, stone walls and stone drive flanked by flowering pear trees, culminating in a front courtyard. Winton Park is a private assoc with one-plus acre zoning within walking distance of charming downtown Fairfield. Just a short walk to the train, schools, shopping and dining. Bike to the beach! Built

Denise Walsh William Raveis Real Estate

230 Winton Rd, Fairfield, CT 06824
/40
$2,299,000
- 4 Beds
- 5 Baths
- 3,031 Sq Ft
347 Lalley Blvd, Fairfield, CT 06824

This one has it all - premiere beach area location on sought after Lalley Boulevard with just steps to beach and rare, deep and private lot! This fresh and sophisticated 4-bedroom (2 primary bedroom options!), 5-bath, FEMA-compliant home showcases extraordinary craftsmanship and style. From the functional open floor plan to the carefully selected fixtures, this home was designed for those who

Carrie Sakey Coldwell Banker Realty

347 Lalley Blvd, Fairfield, CT 06824
/5
$2,350,000
- 1 Bed
- 1 Bath
- 767 Sq Ft
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
/40
$2,799,000
- 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
/40
$2,649,000
- 4 Beds
- 4.5 Baths
- 6,600 Sq Ft
342 Greens Farms Rd, Westport, CT 06880

Calling all renovators, designers, and discerning buyers seeking an extraordinary Westport estate. Opportunity awaits at 342 Greens Farms Road, set on 2.02 lush acres just steps from Connecticut's Gold Coast. This 1861 Victorian home, complemented by a thoughtful, high-quality 2008 rear addition, features over 6600 square feet of living space with Audubon Society land bordering the rear and side.

Adrienne Durkin Compass Connecticut, LLC

342 Greens Farms Rd, Westport, CT 06880
/31
$1,299,000 Open Sat 12PM - 3PM
- 4 Beds
- 2.5 Baths
- 2,446 Sq Ft
Unlisted Address

Stunning Updated Colonial in the Heart of Fairfield Beach Welcome to this beautifully updated, sun-filled Colonial located in the highly sought-after Fairfield Beach neighborhood. This spacious home offers 4 bedrooms, 2.5 bathrooms, and an open-concept layout perfect for modern living. The tastefully renovated kitchen features quartz countertops, a large island, herringbone backsplash, updated

Annie Kruger Brown Harris Stevens

Unlisted Address
/29
$995,000 Open Sat 1PM - 3PM
- 3 Beds
- 2.5 Baths
- 2,409 Sq Ft
1111 Merwins Ln, Fairfield, CT 06824

The Angel Number 1111 is often seen as a "sign of new beginnings"! 1111 Merwins Lane endorses the notion you are on the right path! Located in a desirable Lower Greenfield Hill neighborhood, this tastefully appointed 7RM, 3BR, 2/1BTH center hall Colonial represents the Best of all Worlds!" HDWD floors accent a Formal DR & spacious sun-filled LR w/fplc & access to lg screened porch. A quiet DEN

Carol McCullough Berkshire Hathaway NE Prop.

1111 Merwins Ln, Fairfield, CT 06824
/34
$1,700,000 Open Thu 11AM - 2PM
- 4 Beds
- 3 Baths
- 3,181 Sq Ft
4 Berkeley Hill, Westport, CT 06880

Perfectly located just minutes from downtown Westport, this beautifully renovated 4-bedroom, 3-bath Cape sits on 1.18 peaceful acres-offering the ideal mix of space, comfort, and convenience. Step inside to discover a thoughtfully designed home where every detail has been curated with both style and function in mind. The open floor plan is perfect for living and entertaining, with a stunning

Dee Cohen Compass Connecticut, LLC

4 Berkeley Hill, Westport, CT 06880
/37
$779,999 Open Sat 1PM - 3PM
- 3 Beds
- 2.5 Baths
- 2,197 Sq Ft
74 Sterling St, Fairfield, CT 06825

Experience refined living in this stunning 3-bedroom, 2.5-bath half duplex, thoughtfully designed with unparalleled craftsmanship and high-end finishes. This home boasts 9-foot ceilings, spacious living areas, and elegant touches throughout. With an open floor plan, the first floor features a beautiful kitchen complete with gleaming quartz countertops, a large center island, premium cabinetry,

Michael Jabick Keller Williams Realty

74 Sterling St, Fairfield, CT 06825
/30
$1,035,000
- 3 Beds
- 2.5 Baths
- 2,400 Sq Ft
5 Edge Hill Trail, Westport, CT 06880

BRAND NEW ROOF. BRAND NEW BOILER. BRAND NEW SEPTIC TANK. Even though the house is not new, it sure will seem like it is! But that isn't the best part about this house...this lovely home is in a catbird seat location! Walking distance to the best Westport has to offer...Main Street shops & restaurants, the library, the Levitt Pavilion, the farmers' market or the Playhouse. A quick bike ride to

Susan Herrmann William Raveis Real Estate

5 Edge Hill Trail, Westport, CT 06880
/35
$1,699,000
- 4 Beds
- 3.5 Baths
- 4,480 Sq Ft
44 Larkspur Rd, Fairfield, CT 06824

Welcome to your dream home in this desirable University Area neighborhood! This stunning home offers 4 finished levels of thoughtfully updated living space, designed to meet all your needs. With 4 BR & 3.5 BA spread across 4,480 sqft, this home provides ample room for relaxation & entertainment. Step into the newly renovated kitchen, a chef's dream featuring marble countertops, a gas range, & a

Katie O'Grady Compass Connecticut, LLC

44 Larkspur Rd, Fairfield, CT 06824
/33
$819,000 Open Thu 11AM - 1PM
- 4 Beds
- 3 Baths
- 2,394 Sq Ft
100 Mayfair Rd, Fairfield, CT 06824

Located in the heart of Fairfield's desirable University Area, this well-maintained raised ranch offers over 2,000 square feet of flexible living space. It's within walking distance to Osborn Hill Elementary and just minutes from downtown, shopping, dining, Metro-North, and I-95. The location is both convenient and charming. The low-maintenance exterior features vinyl siding, a newer back roof (2

Elizabeth Altobelli William Raveis Real Estate

100 Mayfair Rd, Fairfield, CT 06824

Showing Results 1 - 40, Page 1 of 4

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In Southport, there are currently 160 houses for sale, offering an array of options for potential buyers. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Southport, CT and find the perfect place to call home.

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