Southport, CT Homes for Sale with Garage

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  /5

  $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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /39

  $4,695,000

  • 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
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  /40

  $3,650,000

  • 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
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  /40

  $1,849,000

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

  332 Szost Dr, Fairfield, CT 06824

  Stunning new construction in Fairfield's desirable University area! Re-Built from foundation up with taste, blends thoughtful design with quality craftsmanship. Privately set yet close to town, train, beaches, and top schools, the home features an ideal layout for modern living. Step into a welcoming foyer with open sightlines. Main level features a mudroom with built-ins and pet/boot wash, a

  Karim Douich William Raveis Real Estate

  332 Szost Dr, Fairfield, CT 06824
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  /38

  $2,300,000 Open Sun 12PM - 2PM

  • 6 Beds
  • 5.5 Baths
  • 5,256 Sq Ft

  59 Thornhill Rd, Fairfield, CT 06824

  Located on one of the most coveted cul-de-sacs in Fairfield's University area, this Newly Built Colonial offers a perfect blend of classic charm & modern luxury. A welcoming stone-trimmed front porch sets the stage for quiet mornings with coffee, while inside, 5-7 bedrooms and 5.5 bathrooms provide ample space for comfortable living and entertaining. The gorgeous open-concept Kitchen with eating

  Julie Vanderblue Higgins Group Real Estate

  59 Thornhill Rd, Fairfield, CT 06824
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  /28

  $1,599,000

  • 4 Beds
  • 3 Baths
  • 3,181 Sq Ft

  4 Berkeley Hill, Westport, CT 06880

  Perfectly positioned just minutes from downtown Westport, this beautifully renovated 4-bedroom, 3-bath Cape is nestled on 1.18 serene acres, offering the perfect blend of style, function, and flexibility. The home's thoughtful layout emphasizes convenience, with three spacious bedrooms located on the main level-ideal for guests, home offices, or anyone seeking easy, one-level living. At the heart

  Dee Cohen Compass Connecticut, LLC

  4 Berkeley Hill, Westport, CT 06880
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  /26

  $799,000

  • 3 Beds
  • 2.5 Baths
  • 1,662 Sq Ft

  91 Henderson Rd, Fairfield, CT 06824

  Welcome to one of Fairfield's more "walkable" streets, located just steps from the vibrant downtown, train station, schools and even the Sports Plex. Many a generation have enjoyed the charm and convenience of residing on Henderson Road, a cul de sac located along Mill River. This 3 bedroom, 2.5 bathroom has been completely renovated yet retains the appeal and character of a 1920's home. The

  Timothy Dailey Higgins Group Real Estate

  91 Henderson Rd, Fairfield, CT 06824
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  /24

  $1,200,000

  • 4 Beds
  • 2.5 Baths
  • 2,310 Sq Ft

  33 Alexandria Ct, Fairfield, CT 06824

  Welcome to 33 Alexandria Court - A Private, Move-In Ready Colonial in a Prime Location. Set back along a picturesque, winding drive, this freestanding colonial-style unit home offers the perfect blend of privacy and convenience. With a bright and open floor plan, this spacious residence features a formal living room, dining room, and an eat-in kitchen that flows seamlessly into the cozy family

  Susan Morelli Coldwell Banker Realty

  33 Alexandria Ct, Fairfield, CT 06824
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  /38

  $3,400,000

  • 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
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  /31

  $2,249,000

  • 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
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  /40

  $2,049,000 Open Sun 1PM - 3PM

  • 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
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  /21

  $749,000

  • 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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  /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
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  /4

  $1,049,000

  • 3 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  110 Cross Hwy, Westport, CT 06880

  This house is a tear down. listing agent to show. Exterior showings only.

  Kelly Loucas Compass Connecticut, LLC

  110 Cross Hwy, Westport, CT 06880
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  /40

  $999,000

  • 6 Beds
  • 6 Baths
  • 4,602 Sq Ft

  440 Hilltop Rd, Bridgeport, CT 06605

  Located up on the top of the "hill" and only steps to the most picturesque walking park along the Connecticut coast (St. Mary's By The Sea which follows along the coast of the very desirable Black Rock section of Bridgeport, CT) - sits an incredibly special home and property with seasonal water views *that is not only livable as is, but most certainly offers endless opportunities to create

  Christi McEldowney William Raveis Real Estate

  440 Hilltop Rd, Bridgeport, CT 06605
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  /40

  $1,999,000 Open Sun 1PM - 3PM

  • 6 Beds
  • 4.5 Baths
  • 4,344 Sq Ft

  15 Barton Rd, Fairfield, CT 06824

  If you're looking for a meticulously custom crafted new construction home that seamlessly marries timeless elegance with modern comfort, then this is the one! Built by local, multi HOBI Award-Winning builder, DeLaurentis Developments. The charming details of this new home were carefully crafted to evoke a sense of warmth and character. Nestled in the heart of Fairfield's University Neighborhood.

  Jennifer DeLaurentis Compass Connecticut, LLC

  15 Barton Rd, Fairfield, CT 06824
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  /7

  $1,095,000

  • 4 Beds
  • 5 Baths
  • 3,595 Sq Ft

  251 Soundview Ave, Fairfield, CT 06825

  Experience the pinnacle of luxury living in this exquisite new construction home, ideally located in the heart of Fairfield. Spanning four levels of beautifully designed space, this residence seamlessly blends elegance with modern convenience. With 4 beds & 5 baths, every inch of this home is crafted for sophisticated comfort. The open-concept main floor is flooded with natural light, featuring a

  Karim Douich William Raveis Real Estate

  251 Soundview Ave, Fairfield, CT 06825
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  /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
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  /23

  $2,095,000

  • 4 Beds
  • 2.5 Baths
  • 4,376 Sq Ft

  42 Kings Hwy S, Westport, CT 06880

  Welcome to this exquisitely renovated modern farmhouse, showcasing refined craftsmanship and elegant newly updated hardwood flooring throughout. Upon entering through the gracious foyer, you are greeted by an impressive living room featuring soaring double-height ceilings and a striking floor-to-ceiling stone fireplace. The gourmet chef's kitchen is a true highlight, equipped with custom

  Marlie Van Zyl Larracuente & Johnson Realty, LLC

  42 Kings Hwy S, Westport, CT 06880
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  /29

  $1,535,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 2,774 Sq Ft

  504 Harvest Commons Unit 504, Westport, CT 06880

  This is not your Mamma's Harvest Commons. With over $300K in improvements it's like new, only better offering a multi-generational layout and tremendous usable space. You have all the conveniences of one level living, plus the privacy of separate levels. The first floor includes a sun-filled living room with vaulted ceilings, a wood burning fireplace, and custom built-ins. The chef's kitchen is

  Carrie Perkins RE/MAX Heritage

  504 Harvest Commons Unit 504, Westport, CT 06880
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  /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
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  /28

  $639,900

  • 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
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  /31

  $650,000

  • 5 Beds
  • 2 Baths
  • 1,950 Sq Ft

  26 Longfellow Ave, Fairfield, CT 06825

  Great Investment Opportunity in Fairfield's Tunxis Hill Neighborhood. This well-kept two-family home is located in the sought-after Tunxis Hill area of Fairfield. Ideally positioned close to shopping centers, restaurants, and with quick access to I-95, this property combines convenience, comfort, and income potential. The first-floor unit offers 3 bedrooms and 1 bathroom, featuring a recently

  Jaquan Jones RE/MAX Right Choice

  26 Longfellow Ave, Fairfield, CT 06825
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  /34

  $729,000

  • 9 Beds
  • 3 Baths
  • 3,204 Sq Ft

  898 Hancock Ave, Bridgeport, CT 06605

  Are you tired of looking at multi families that need a ton of work? Well today is your lucky day, look no further. This 3 family has been completely renovated.All the big money items have been done. Mechanicals top notch, roof, driveway, interior. Photos prior to tenants moving in. New floors, baths, kitchens, crown molding, SS appliances, tiled floors, Quartz countertops, recessed lighting,

  Denise Daniels-biagi Coldwell Banker Realty

  898 Hancock Ave, Bridgeport, CT 06605
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  /28

  $2,249,000

  • 4 Beds
  • 3 Baths
  • 4,231 Sq Ft

  10 Twin Falls Ln, Westport, CT 06880

  Beyond Beautiful - Welcome to 10 Twin Falls Lane, a striking property and home filled with natural light from floor-to-ceiling windows. Step into the sun-drenched foyer with terracotta tile. Throughout the years the home has been updated and modernized with soaring ceilings, serene views, and inspiring design. The expansive family room features a dramatic picture window and flows seamlessly into

  Kit Tingley Higgins Group Bedford Square

  10 Twin Falls Ln, Westport, CT 06880
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  /40

  $1,900,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 4 Baths
  • 4,950 Sq Ft

  260 Range Rd, Southport, CT 06890

  Located on a quiet cul-de-sac in one of Southport's premier family neighborhoods, this elegant 4-bedroom, 2 full and 2 half-bath Colonial by Toll Brothers combines timeless design with modern comfort. The stately "Cedarbrook" Federal Colonial model welcomes you with a grand two-story foyer, setting the stage for the sophisticated interiors. Formal living and dining rooms are ideal for

  Julie Vanderblue Higgins Group Real Estate

  260 Range Rd, Southport, CT 06890
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  /33

  $1,595,000

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

  17 Grays Farm Rd, Weston, CT 06883

  Timeless elegance meets modern versatility in this expanded residence set on 2 peaceful acres in lower Weston, bordering Westport. Stately stone pillars, professionally crafted stone walls and patios, and a sweeping circular driveway create exceptional curb appeal in a serene cul-de-sac setting. Originally a single-level home, a 2014 renovation and expansion transformed the property-adding a

  Mary Palmieri Gai Berkshire Hathaway NE Prop.

  17 Grays Farm Rd, Weston, CT 06883
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  /32

  $2,175,000

  • 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
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  /28

  $1,550,000 Open Sun 11AM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,128 Sq Ft

  33 Pumpkin Hill Rd, Westport, CT 06880

  Stylish. Sunlit. Seamless. Set on a private, level acre on one of Westport's most desirable streets, this turn-key 4-bedroom, 3-bath home blends modern updates with everyday comfort. Fully renovated and move-in ready, it features a bright open layout with oversized windows, custom kitchen with quartz counters and stainless appliances, and French doors that open to a new private deck-perfect for

  Fred DeMatteo William Raveis Real Estate

  33 Pumpkin Hill Rd, Westport, CT 06880
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  /40

  $3,695,000

  • 5 Beds
  • 6.5 Baths
  • 7,970 Sq Ft

  6 Florian Ct, Westport, CT 06880

  Stunning, Custom Colonial on premier Westport cul-de-sac. Set on 1.1 acres of beautifully manicured grounds, this meticulously maintained home offers the perfect blend of luxury/serenity. Plus it's all set up for multigenerational living with separate, new 973 SF Apt! The private, flat, dry backyard at 6 Florian is ideal for outdoor enjoyment. Out/indoors are well integrated, w/charming blue

  Lori Popkin Coldwell Banker Realty

  6 Florian Ct, Westport, CT 06880
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  /37

  $1,585,000

  • 2 Beds
  • 2.5 Baths
  • 1,416 Sq Ft

  785 Post Rd E Unit 104, Westport, CT 06880

  Near Completion: 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, highways, restaurants, shopping, entertainment and other conveniences. The latest project of bespoke luxury builder RPM Home, these residences boast open

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 104, Westport, CT 06880
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  /27

  $1,245,000

  • 5 Beds
  • 3.5 Baths
  • 2,930 Sq Ft

  183 Pepperidge Cir, Fairfield, CT 06824

  Situated on a quiet, tree-lined street in one of Fairfield's most desirable neighborhoods, this picturesque home has been taken down to the studs and meticulously rebuilt inside and out: Hardy-board siding, sprayfoam insulation, new electrical, plumbing, HVAC, roof, windows, garage door, driveway, bathrooms, kitchen, newly added entire third floor with office, two large walk-in closets, laundry

  Imke Lohs Compass Connecticut, LLC

  183 Pepperidge Cir, Fairfield, CT 06824
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  /40

  $4,900,000

  • 6 Beds
  • 12 Baths
  • 13,979 Sq Ft

  2959 Congress St, Fairfield, CT 06824

  Prepare to be wowed by this extraordinary estate featuring six bedrooms and ten-and-a-half bathrooms, spanning four meticulously designed floors. Enter through a breathtaking two-story grand foyer, leading into beautifully appointed formal and informal rooms perfect for entertaining and a gourmet kitchen that any discerning chef would envy. The luxurious primary suite serves as a private

  Anissa Paolillo Redfin Corporation

  2959 Congress St, Fairfield, CT 06824
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  /22

  $2,000,000

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  41 Richmondville Ave Unit 206, Westport, CT 06880

  The Mill Westport is ready for IMMEDIATE OCCUPANCY and ONLY A FEW HOMES REMAIN! Showing daily by appointment.Residence 206 is a beautiful 2 bedroom corner home with dual exposure, beautiful stone walls, hemlock beams, and a gas fireplace. The primary bed has 2 walk through closets leading to the luxurious bathroom with soaking tub, dual sinks & rain shower. Originally a candlewick mill from the

  Ashlei De Souza Serhant LLC

  41 Richmondville Ave Unit 206, Westport, CT 06880
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  /40

  $4,300,000

  • 7 Beds
  • 8 Baths
  • 6,981 Sq Ft

  102 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. This home begins

  Doug Bross Coldwell Banker Realty

  102 Compo Rd S, Westport, CT 06880

Showing Results 81 - 120, Page 3 of 5