Southport, CT Homes for Sale with Garage

• 

  

  

  /36

  $2,997,000

  • 5 Beds
  • 4 Baths
  • 3,255 Sq Ft

  4 Bradley St, Westport, CT 06880

  Just 383 steps from the sands of Compo Beach, this storied 1920s residence claims one of Westport's most sought-after addresses. Approximately 3,255 square feet hold five bedrooms and four baths. An open, updated kitchen with top-tier appliances flows into the living and gathering areas. The primary suite is a generous retreat with vaulted ceilings, a spa bath, and a walk-in closet. Four

  

  Hyleri Katzenberg

  Compass Connecticut, LLC

  4 Bradley St, Westport, CT 06880
• 

  

  

  /22

  $589,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,337 Sq Ft

  245 Oakwood Dr, Fairfield, CT 06824

  An amazing opportunity to own in a highly desirable University neighborhood - Welcome home to 245 Oakwood Drive. Distinguishable features include a picture perfect move in ready home, hardwood floors, an updated kitchen with granite countertops, freshly painted cabinetry and natural sunlight that brightens daily living. The main level presents beautifully with a bright and inviting living room,

  

  Austin Reid

  William Raveis Real Estate

  245 Oakwood Dr, Fairfield, CT 06824
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  /40

  $949,000

  • 3 Beds
  • 3.5 Baths
  • 2,304 Sq Ft

  25 Beaumont St, Fairfield, CT 06824

  Spectacular luxury townhouse with a sophisticated New York loft feel! This stunning 3-bedroom, 3.5-bath residence showcases custom finishes throughout, hardwood flooring on the upper levels, and heated tile flooring on the entry level. A private elevator services all floors, providing effortless access from the tandem 2-car garage with additional storage. The chef's kitchen features premium

  

  Patricia Moreggi

  Coldwell Banker Realty

  25 Beaumont St, Fairfield, CT 06824
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  /36

  $3,550,000

  • 6 Beds
  • 6.5 Baths
  • 6,751 Sq Ft

  9 N Ridge Rd, Westport, CT 06880

  In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined

  

  Susan Lieberman

  The Riverside Realty Group

  9 N Ridge Rd, Westport, CT 06880
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  /36

  $950,000

  • 3 Beds
  • 1.5 Baths
  • 2,100 Sq Ft

  102 Geneva Terrace, Fairfield, CT 06824

  Rare opportunity in Fairfield's highly sought-after Beach Area! This 3-bedroom, 1,400 SF ranch offers an exceptionally rare combination of location, lot, and future potential. Just a short walk to South Pine Creek Beach and only a quarter mile from the prestigious Sasco Hill neighborhood, you'll also enjoy easy access to downtown Fairfield, the train station, restaurants, shops, and beaches.

  

  Judy Szablak

  Coldwell Banker Realty

  102 Geneva Terrace, Fairfield, CT 06824
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  /36

  $2,395,000

  $100K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 3,700 Sq Ft

  40 Richmondville Ave, Westport, CT 06880

  Built in 2022, this 6-bedroom, 5.5-bath home offers four finished levels of flexible living just minutes from downtown Westport. Open-concept main level features high ceilings, oversized windows, and a Thermador kitchen with large island, walk-in pantry, and mudroom with built-ins. Upstairs includes a primary suite with heated floors, soaking tub, and oversized shower. Two bedrooms share a Jack

  Jessica Lane

  Serhant Connecticut LLC

  40 Richmondville Ave, Westport, CT 06880
• 

  

  /19

  $1,625,000

  $74K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,450 Sq Ft

  173 Puritan Rd, Fairfield, CT 06824

  Located in the highly desirable beach area of Fairfield, this charming and beautifully maintained 3-bedroom Cape, situated on a corner lot, offers the perfect blend of classic character and modern convenience. The newly remodeled eat-in kitchen features granite countertops and stylish finishes throughout. Enjoy entertaining in the formal dining room with beautiful built-in hutches or relax in the

  

  Glenn Marr

  Marr Caruso Realty Group

  173 Puritan Rd, Fairfield, CT 06824
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  /37

  $2,399,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  96 Clinton St, Fairfield, CT 06824

  One of only two new construction homes currently available in Fairfield's coveted Beach neighborhood, an incredible opportunity w/ outstanding market value & just steps to the beach - Welcome Home to 96 Clinton Street. 4 levels of living w/ 2950 sf, elevator shaft ready, 4 bedrooms, 3.5 bath & high end finishes throughout. The open concept main level features custom finishes w/ a chef's kitchen

  

  Jackie Davis

  William Raveis Real Estate

  96 Clinton St, Fairfield, CT 06824
• 

  

  /19

  $4,250,000

  New Construction

  • 6 Beds
  • 9 Baths
  • 7,499 Sq Ft

  6 Janson Dr, Westport, CT 06880

  Exceptional new construction by AR Luxury Homes with 7,500+/- square feet of thoughtfully designed living space across four finished levels in a prime Westport location. This 6-bedroom, 6 full and 3 half bath residence blends refined craftsmanship with modern functionality, featuring an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a custom-designed

  

  Brett Lieberman

  The Riverside Realty Group

  6 Janson Dr, Westport, CT 06880
• 

  

  /17

  $7,926,000

  New Construction

  • 6 Beds
  • 7 Baths
  • 7,200 Sq Ft

  0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880

  Set within Westport's most prestigious private estate enclave, surrounded by grand coastal estates and quintessential antique treasures, this exceptional Greens Farms 2+ acre* new construction offering is poised to become one of Fairfield County's most coveted addresses. Perfectly positioned, moments from beaches, downtown boutiques, vibrant dining scene, and just an express train to Manhattan,

  

  Brett Lieberman

  The Riverside Realty Group

  0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880
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  /7

  $995,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  53 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  Jessica Lane

  Serhant Connecticut, LLC

  53 Sterling St, Fairfield, CT 06825
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  /7

  $995,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  45 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  Jessica Lane

  Serhant Connecticut, LLC

  45 Sterling St, Fairfield, CT 06825
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  /2

  $2,275,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,744 Sq Ft

  75 Spinning Wheel Rd, Fairfield, CT 06824

  Another exceptional new construction by a well-known local builder! Now is the perfect opportunity to meet with the builder and customize this beautifully designed home to suit your lifestyle. Offering approximately 2700 square feet of thoughtfully designed living space, plus additional finished space in the basement, this home features 4 levels of living, 4 spacious bedrooms, and 3.5 luxurious

  

  Bette Gigliotti

  William Raveis Real Estate

  75 Spinning Wheel Rd, Fairfield, CT 06824
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  /7

  $995,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  51 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  Jessica Lane

  Serhant Connecticut, LLC

  51 Sterling St, Fairfield, CT 06825
• 

  

  /7

  $995,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  47 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  Jessica Lane

  Serhant Connecticut, LLC

  47 Sterling St, Fairfield, CT 06825
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  /40

  $2,999,000

  New Construction

  • 6 Beds
  • 6 Baths
  • 4,922 Sq Ft

  36 E Main St, Westport, CT 06880

  Nestled in the heart of Westport, Connecticut, this stunning new construction residence redefines elegant suburban living with unparalleled sophistication, timeless grace and is complete and ready for immediate occupancy. Boasting six generous bedrooms and six luxurious bathrooms, the home features soaring nine-foot ceilings that bathe its expansive interiors in natural light and create an

  Paul Plonsky Realty ONE Group Connect

  36 E Main St, Westport, CT 06880
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  /38

  $3,695,000

  • 4 Beds
  • 4.5 Baths
  • 3,744 Sq Ft

  110 Judson Rd, Fairfield, CT 06824

  Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a

  Cindy Raney Coldwell Banker Realty

  110 Judson Rd, Fairfield, CT 06824
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  /40

  $4,500,000

  $490K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 4,144 Sq Ft

  1149 Fairfield Beach Rd, Fairfield, CT 06824

  A rare opportunity to own a premier BEACHFRONT residence offering compelling value in today's luxury market with updated guest home....All BEAUTIFULLY appointed & MOVE IN READY! 60 MINS to NYC! BEACHFRONT Home~1149 Walk-Out-To-Sand Waterfront AND Guest Home ~1148 fun & updated (2022) just steps to your Private BEACH. Enjoy true beachfront living w/no steps from your main level family room to an

  Christine Magliocco Higgins Group Real Estate

  1149 Fairfield Beach Rd, Fairfield, CT 06824
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  /37

  $6,495,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,260 Sq Ft

  16 Westport Ave, Westport, CT 06880

  Experience the future of coastal living in this brand-new smart home located just steps from the sands of Compo Beach. This is the only just-completed residence on the Compo Beach side of Westport delivered as a fully integrated, self-monitoring home: rooftop solar power w/battery storage, intelligent load management, leak detection w/automatic water shutoff, energy-recovery ventilation, radiant

  Karen Scott Compass Connecticut, LLC

  16 Westport Ave, Westport, CT 06880
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  /23

  $1,575,000

  • 5 Beds
  • 3.5 Baths
  • 3,596 Sq Ft

  35 S Benson Commons, Fairfield, CT 06824

  Nestled on a quiet cul-de-sac just minutes from town, train, and beach, this beautifully crafted Colonial offers the perfect blend of elegance, comfort, and convenience. A charming front porch welcomes you into a light-filled home featuring a dramatic two-story foyer, a chef's kitchen, granite countertops, and premium Viking, Wolf, and Sub-Zero stainless steel appliances. The adjoining family

  Katie O'Grady Compass Connecticut, LLC

  35 S Benson Commons, Fairfield, CT 06824
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  /40

  $8,450,000

  New Construction

  • 6 Beds
  • 8 Baths
  • 9,893 Sq Ft

  10 Beltas Farm Ln, Westport, CT 06880

  Extraordinary New Construction home on one of Westport's newest premier cul-de-sacs. Offering nearly 10,000 SF of impeccably finished living space, this exceptional home blends timeless elegance w/ modern luxury & showcases the finest craftsmanship throughout.Designed with an uncompromising attention to detail, features include exquisite millwork, stunning custom cabinetry, spectacular ceiling

  Linda Skolnick Coldwell Banker Realty

  10 Beltas Farm Ln, Westport, CT 06880
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  /40

  $11,995,000

  New Construction

  • 5 Beds
  • 7 Baths
  • 6,050 Sq Ft

  14 Owenoke Park, Westport, CT 06880

  Summer starts here. Set on prestigious Owenoke Park steps from Compo Beach, this brand-new 6,050 sqft coastal masterpiece delivers the ultimate Westport lifestyle - pool and spa, Gray's Creek waterfront access, Long Island Sound views throughout, and a rare 3-car garage. Five ensuite bedrooms, double-island kitchen with scullery, elevator, primary suite sauna, and a lower-level loggia built for

  Deirdre Andreoli Compass Connecticut, LLC

  14 Owenoke Park, Westport, CT 06880
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  /11

  $699,900

  $89K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,195 Sq Ft

  225 Winnepoge Dr, Fairfield, CT 06825

  Endless opportunities clean up, move in, expand or build your new dream house. Lake Hills Association...enjoy all the beautiful beaches, kayaking, swimming, etc.

  Stacey DiDio Coldwell Banker Realty

  225 Winnepoge Dr, Fairfield, CT 06825
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  /32

  $1,999,900

  $250K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,381 Sq Ft

  125 Battery Park Dr, Bridgeport, CT 06605

  Perched on a quiet cul-de-sac, this exceptional home offers breathtaking 220-degree panoramic views of Long Island Sound, Black Rock Harbor, and Fayerweather lighthouse. Designed for effortless main-level living, the residence captures stunning water views from the living room, dining room, and luxurious primary bedroom suite. The remodeled primary bath features elegant marble flooring with

  Gail Robinson William Raveis Real Estate

  125 Battery Park Dr, Bridgeport, CT 06605
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  /40

  $6,795,000

  • 7 Beds
  • 6.5 Baths
  • 9,209 Sq Ft

  21 Compo Pkwy, Westport, CT 06880

  A rare offering in Westport's coveted Compo Beach neighborhood, this extraordinary estate sits on a prized double lot just moments from Compo Beach, Longshore Club, train & vibrant downtown. Featured in Westport Magazine, the property masterfully blends the charm of a beautifully preserved historic residence from 1928 w/ a remarkable 6,000 sq ft addition completed in 2008. The result is a

  Sarah Fair William Raveis Real Estate

  21 Compo Pkwy, Westport, CT 06880
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  /38

  $1,999,000

  • 5 Beds
  • 3.5 Baths
  • 2,864 Sq Ft

  110 Cross Hwy, Westport, CT 06880

  Experience modern luxury in this beautifully reimagined home, set on 1.57 scenic, park-like acres. Thoughtfully renovated, this 2,864 sq ft residence offers open-concept living spaces filled with natural light and sophisticated finishes throughout. The designer kitchen features a stunning island and premium cabinetry, flowing seamlessly into the dining and living areas with a dramatic linear

  Stephanie Ferreira BHGRE Gaetano Marra Homes

  110 Cross Hwy, Westport, CT 06880
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  /40

  $12,000,000

  • 7 Beds
  • 10 Baths
  • 9,129 Sq Ft

  4800 Congress St, Fairfield, CT 06824

  This offering is for 4800 Congress St, a one of a kind estate consists of main residence on 10.92 acres, pool, barn pool house/gym, heated paddle court, and an office pavilion. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street,offering seclusion with proximity to NYC. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century

  Leslie Razook William Pitt Sotheby's Int'l

  4800 Congress St, Fairfield, CT 06824
• 

  

  /19

  $10,500,000

  • 4 Beds
  • 5.5 Baths
  • 10,522 Sq Ft

  47 Charcoal Hill Rd, Westport, CT 06880

  Designed by renowned architect and builder Frazier Forman Peters, this stone estate is set on nearly 3.5 private, meticulously landscaped acres in Westport. Crafted over more than two decades, the residence reflects exceptional artistry, scale, and craftsmanship. A gated entry and winding stone drive arrive at a stately porte-cochere and attached two-car garage, establishing a grand sense of

  Jonathan Ducharme Serhant Connecticut, LLC

  47 Charcoal Hill Rd, Westport, CT 06880
• 

  

  /36

  $5,995,000

  $504K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 6,189 Sq Ft

  775 Sasco Hill Rd, Fairfield, CT 06824

  775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully

  Suzy Ryan William Raveis Real Estate

  775 Sasco Hill Rd, Fairfield, CT 06824
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  /22

  $625,000

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft

  439 Stillson Rd, Fairfield, CT 06824

  Ideally situated in a highly convenient location, this home offers easy access to shopping, dining, schools, parks, transportation and everyday essentials within easy reach. Enjoy the ideal balance of comfort and accessibility, with everything you need just moments from your front door. This home has an open floor plan that connects the kitchen to the dining area with an easy entrance from the

  Rima Bishuti William Raveis Real Estate

  439 Stillson Rd, Fairfield, CT 06824
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  /39

  $1,548,000

  • 4 Beds
  • 2.5 Baths
  • 3,665 Sq Ft

  485 Mountain Laurel Rd, Fairfield, CT 06824

  Picture coming home to your own Custom Colonial sitting on over half a private acre on a quiet, tree-lined street in lower Greenfield Hill, where you're minutes from everything but feel worlds away. An expansive front porch invites you to slow down the second you pull in. Inside, sunlight pours through every room and hardwood floors gleam underfoot. The high-end, spacious kitchen is made for

  Patricia Shea Coldwell Banker Realty

  485 Mountain Laurel Rd, Fairfield, CT 06824
• 

  

  /27

  $3,685,000

  New Construction

  • 4 Beds
  • 5.5 Baths
  • 4,204 Sq Ft

  3 Laurel Ln, Westport, CT 06880

  Welcome to this new construction project which is currently underway, with an expected completion date in the Summer of 2026. Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are

  Julie Vanderblue Higgins Group Real Estate

  3 Laurel Ln, Westport, CT 06880
• 

  

  /22

  $4,995,000

  New Construction

  • 5 Beds
  • 7 Baths
  • 5,550 Sq Ft

  1 Coastal Ct, Westport, CT 06880

  Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

  Julie Vanderblue Higgins Group Real Estate

  1 Coastal Ct, Westport, CT 06880
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  /14

  $6,650,000

  New Construction

  • 5 Beds
  • 7 Baths
  • 11,000 Sq Ft

  4 Lantern Hill Rd, Westport, CT 06880

  An exceptional opportunity to create a custom luxury residence on 1.2 acres in Westport. With approved plans and permits already in place, buyers may bring their preferred builder and collaborate with the project architect to tailor the home to their vision. The property offers a streamlined path toward creating a distinctive residence while retaining flexibility in design, specifications, and

  Ian Defronze Serhant Connecticut, LLC

  4 Lantern Hill Rd, Westport, CT 06880
• 

  

  /12

  $2,199,999

  New Construction $201K PRICE INCREASE

  • 6 Beds
  • 7 Baths
  • 4,709 Sq Ft

  280 Tuckahoe Ln, Fairfield, CT 06824

  Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms and 5.5 baths, providing flexibility for

  Elizabeth Casey William Raveis Real Estate

  280 Tuckahoe Ln, Fairfield, CT 06824
• 

  

  /40

  $1,100,000

  Coming Soon

  • 5 Beds
  • 3 Baths
  • 3,059 Sq Ft

  50 Exchange Place, Fairfield, CT 06825

  Welcome to 50 Exchange Place, a spacious multifamily property offering 5 bedrooms and 3 full bathrooms. The first unit has been completely renovated, while the second unit is newly constructed and currently occupied by excellent tenants, providing immediate rental income. With its flexible layout and updated living spaces, this property offers a great opportunity to live in one unit while

  Jonathan Veliz Whitestone Real Estate Group

  50 Exchange Place, Fairfield, CT 06825
• 

  

  /19

  $1,799,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,794 Sq Ft

  615 S Pine Creek Rd, Fairfield, CT 06824

  Customize your own beautifully crafted new construction in Fairfield's highly desirable Sasco Hill/South Pine Creek neighborhood, perfectly positioned between town and the beach. Enjoy an exceptional lifestyle just minutes from Pine Creek and Sasco Beaches, Southport Harbor, golf, tennis, the train, and Fairfield's vibrant town center-all within approximately one mile or less. Thoughtfully

  Katie O'Grady Compass Connecticut, LLC

  615 S Pine Creek Rd, Fairfield, CT 06824
• 

  

  /36

  $4,900,000

  • 6 Beds
  • 8 Baths
  • 7,801 Sq Ft

  80 Governors Ln, Fairfield, CT 06824

  As you enter 80 Governors Lane down a private driveway, discover an 8.5-acre estate blending timeless elegance with serene privacy. This circa 1933 farmhouse, designed by architect Jack Franzen and beautifully restored, features wide plank black walnut floors, exposed beams, and a bread oven fireplace. Six spacious bedrooms include a luxurious Primary Suite with vaulted ceilings, carved mantle

  Lis Reed Coldwell Banker Realty

  80 Governors Ln, Fairfield, CT 06824
• 

  

  /25

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  119 Kings Hwy N, Westport, CT 06880

  Build your dream house on this beautiful property close to town in the Old Hill section of Westport. This .87 acre lot in a AA zone has views of town and river through the trees. There is a small single-family home that was converted into two apartments in the 1930s by its then-owners. This can be a perfect ADU opportunity as part of a new house to be built. Have an office on one level and an

  Helen Cusa Brown Harris Stevens

  119 Kings Hwy N, Westport, CT 06880
• 

  

  /10

  $9,200,000

  New Construction

  • 6 Beds
  • 9 Baths
  • 8,623 Sq Ft

  38 Prospect Rd, Westport, CT 06880

  A bold expression of sculptural architecture and modern organic design, this exceptional Green's Farms estate is set on 1.19 artfully layered acres with stacked stone walls, gardens, and a striking stone and white stucco facade. Walls of glass flood the interiors with natural light, seamlessly connecting the home to the private grounds and heated pool. Every space is composed with architectural

  Jaclyn Picarillo Higgins Group Bedford Square

  38 Prospect Rd, Westport, CT 06880

Showing Results 1 - 40, Page 1 of 4