Newest Homes for Sale in Southport, CT

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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
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• 

  

  

  /36

  $6,499,000

  • 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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  /35

  $800,000

  • 4 Beds
  • 2.5 Baths
  • 2,070 Sq Ft

  77 Round Hill Rd, Fairfield, CT 06824

  Fabulous 4-bedroom expanded Cape in a highly sought-after location within walking distance to train, beloved downtown amenities like restaurants and shopping, and Fairfield schools! This charming home offers wonderful curb appeal and a fully fenced yard, perfect for outdoor enjoyment, pets, or play! Inside, you'll find a warm and inviting layout featuring a spacious Living Room, bright Kitchen

  Julie Vanderblue Higgins Group Real Estate

  77 Round Hill Rd, Fairfield, CT 06824
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  /39

  $5,950,000

  • 3 Beds
  • 4.5 Baths
  • 2,528 Sq Ft

  1681 Fairfield Beach Rd, Fairfield, CT 06824

  Some locations on Fairfield Beach simply feel different the moment you arrive. This is one of them. Set along a beautiful stretch of shoreline, the property enjoys a naturally elevated position framed by protective dunes, allowing for an expansive sandy beach experience at both high and low tide. Established seagrass enhances the shoreline's natural beauty, while the manicured lawn creates a

  Stephanie Barnes William Raveis Real Estate

  1681 Fairfield Beach Rd, Fairfield, CT 06824
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  /7

  $4,100,000

  New Construction

  • 6 Beds
  • 5.5 Baths
  • 6,244 Sq Ft

  48 Woodside Ave, Westport, CT 06880

  A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westport's most sought-after enclaves, this newly constructed 6-bedroom, 5.5-bath home blends architectural sophistication with modern livability. Natural light, clean lines, and

  Judy Michaelis Coldwell Banker Realty

  48 Woodside Ave, Westport, CT 06880
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  /35

  $2,299,000

  New Construction

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

  96 Clinton St, Fairfield, CT 06824

  Stunning new construction just steps to the beach, offering the perfect blend of luxury, comfort, and coastal living. This beautifully designed 4-bedroom, 3.5 bath home features approx. 2550 sq feet plus an additional 400 Square feet of finished loggia space, ideal for 3 seasons entertaining. The open concept main level showcases a custom chef's kitchen with quartzite countertops, large island

  

  Bette Gigliotti

  William Raveis Real Estate

  (475) 405-1744

  96 Clinton St, Fairfield, CT 06824
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  /37

  $890,000

  • 3 Beds
  • 2.5 Baths
  • 1,640 Sq Ft

  16 Mayflower Cir, Fairfield, CT 06824

  Welcome to 16 Mayflower Circle, a beautifully renovated home tucked away on a quiet cul-de-sac in Fairfield's highly sought-after University Area, where tree lined streets, neighborhood gatherings, bike rides, and evening dog walks create a true sense of community. This versatile 3-4 bedroom, 2.5 bath home offers the perfect blend of timeless style, modern updates, and flexible living spaces

  Chrissie Rodriguez Higgins Group Real Estate

  16 Mayflower Cir, Fairfield, CT 06824
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  /40

  $2,999,000

  • 4 Beds
  • 6 Baths
  • 4,312 Sq Ft

  2 Mortar Rock Rd, Westport, CT 06880

  Better than new, this pristine 2016 custom-built residence offers a rare standard of refinement and sophisticated excellence. With 4,000+sqft and an elevator accessing all four finished levels, the home blends modern architecture with beautifully executed transitional design. The open-concept main level features a magnificent chef's kitchen, spacious dining area, and expansive living room with

  Alex Chingas Coldwell Banker Realty

  2 Mortar Rock Rd, Westport, CT 06880
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  /31

  $1,349,900

  • 3 Beds
  • 2.5 Baths
  • 2,074 Sq Ft

  896 Riverside Dr, Fairfield, CT 06824

  The beach home that you have been waiting for has officially arrived. Perfectly located in one of Fairfield's most loved neighborhoods, this beautiful, move-in ready home at 896 Riverside Drive offers an easy lifestyle & is moments to the beach, marina & vibrant town center. Thoughtfully enhanced w/ recent upgrades including a new A/C system, new hot water heater, updated appliances, fresh

  

  Jackie Davis

  William Raveis Real Estate

  (475) 471-0537

  896 Riverside Dr, Fairfield, CT 06824
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  /35

  $950,000

  • 3 Beds
  • 2 Baths
  • 2,862 Sq Ft

  1747 Jennings Rd, Fairfield, CT 06824

  Rare opportunity for easy single-level living in Fairfield's sought-after University neighborhood. Set on a beautifully landscaped, nearly half-acre property, this inviting ranch offers spacious rooms, a comfortable flow, and an ideal location close to Fairfield Center, train stations, beaches, and more. The bright, open kitchen features vaulted ceilings, skylights, a dining area, and French

  Katie O'Grady Compass Connecticut, LLC

  1747 Jennings Rd, Fairfield, CT 06824
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  /36

  $2,799,000

  • 4 Beds
  • 3.5 Baths
  • 4,340 Sq Ft

  42 Anvill Rd, Southport, CT 06890

  Welcome to 42 Anvil, your dream home in a coveted Southport neighborhood of quiet roads and cul-de-sacs where a slower, richer lifestyle awaits. Find peace and privacy minutes from everything in a home that shows pride of ownership, thoughtful details, and meticulous care, ready for your next chapter. This beautifully renovated 4/ 5 bedroom, 3.5 bath Colonial offers effortless living. The new

  Lis Reed Coldwell Banker Realty

  42 Anvill Rd, Southport, CT 06890
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  /33

  $1,325,000

  • 6 Beds
  • 2.5 Baths
  • 3,071 Sq Ft

  7 Keller Ln, Westport, CT 06880

  Pristine Classic Westport Colonial thoughtfully updated to accommodate today's lifestyle. Home offers a gracious Living Room/Fpl/dining area, Six spacious Bedrooms plus 22x 28 Bonus room. Two bedrooms plus full bath on main Level. 16 x 23 Primary Bedroom plus 3 generous bedrooms on upper level. This level serviced by luxurious updated Full Bath. Kitchen is appointed with upscale appliances

  Louise Bromberger The Riverside Realty Group

  7 Keller Ln, Westport, CT 06880
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  /34

  $1,689,000

  • 3 Beds
  • 2.5 Baths
  • 2,138 Sq Ft

  10 Grist Mill Ln, Westport, CT 06880

  Welcome to 10 Grist Mill Lane, a move-in ready home set on a beautiful, level acre at the end of a quiet Long Lots cul-de-sac. Thoughtfully updated throughout, this 3-4 bedroom, 2.5 bath residence offers an open and versatile floor plan designed for today's lifestyle. The dramatic living room features a vaulted ceiling and fireplace, creating a warm and inviting gathering space filled with

  

  Brett Lieberman

  The Riverside Realty Group

  (203) 350-7614

  10 Grist Mill Ln, Westport, CT 06880
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  /40

  $2,999,000

  • 5 Beds
  • 7 Baths
  • 7,317 Sq Ft

  3080 Sturges Hwy, Westport, CT 06880

  Welcome to 3080 Sturges - fully renovated home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by

  Ryan Sullivan Berkshire Hathaway NE Prop.

  3080 Sturges Hwy, Westport, CT 06880
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  /40

  $6,250,000

  • 5 Beds
  • 9 Baths
  • 8,466 Sq Ft

  28 Ferry Ln E, Westport, CT 06880

  Looking for a sensational home just a short walk to the beach, Longshore, train, and restaurants in trendy Saugatuck? This exceptional home by Walter Mattera is a masterclass in blending traditional design with contemporary style. Expansive interiors feature grand gathering spaces that flow naturally into intimate retreats, creating a home equally suited for entertaining and everyday living.

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 259-0783

  28 Ferry Ln E, Westport, CT 06880
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  /39

  $1,645,000

  • 4 Beds
  • 2.5 Baths
  • 2,962 Sq Ft

  692 Stillson Rd, Fairfield, CT 06824

  Welcome to 692 Stillson Road in Fairfield-an absolutely stunning four-bedroom Modern Colonial with a dedicated office and an easy NYC commute. Meticulously maintained, this home showcases exceptional craftsmanship with exquisite crown moldings, custom millwork, 9-foot ceilings, gleaming hardwood floors, and over $60,000 in recent improvements, including a fully waterproofed basement with French

  Lisa Graham-Wanzell Brown Harris Stevens

  692 Stillson Rd, Fairfield, CT 06824
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  /40

  $629,000

  • 3 Beds
  • 2 Baths
  • 1,009 Sq Ft

  324 Villa Ave, Fairfield, CT 06825

  Exceptionally maintained and extensively upgraded Fairfield property offering flexibility, income potential, and commuter-friendly convenience. The home features whole-house central air and heating, plus an additional upstairs ductless split system for enhanced second-level comfort and individualized climate control. Major improvements throughout include recessed lighting, extra-tall baseboards,

  William J. Gill Compass Connecticut, LLC

  324 Villa Ave, Fairfield, CT 06825
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  /27

  $1,399,000

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  5 Lehn Farm Rd, Westport, CT 06880

  Tucked away in a storybook setting on over an acre of land, this beautifully rebuilt 3-bedroom home offers effortless one-level living surrounded by nature. A charming brook and picturesque wooden footbridges create a peaceful, private retreat unlike any other. Designed with an open floor plan and soaring vaulted ceilings, the sun-filled interior feels both spacious and inviting. The primary

  Lynne Nolan Compass Connecticut, LLC

  5 Lehn Farm Rd, Westport, CT 06880
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  /33

  $4,749,000

  • 6 Beds
  • 8 Baths
  • 8,190 Sq Ft

  19 Mortar Rock Rd, Westport, CT 06880

  Stunning modern transitional home built by Compo Luxury Homes in 2024 and ideally located just minutes to downtown Westport, Compo Beach, and the train. Set on .65 acres with city water, sewer, and natural gas, this beautifully designed residence offers over 8,000 square feet across four finished levels with 6 bedrooms, 6 full and 2 half baths. The open floor plan features a chef's kitchen with

  Danna Rogers Higgins Group Bedford Square

  19 Mortar Rock Rd, Westport, CT 06880
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  /35

  $1,000,000

  • 4 Beds
  • 3 Baths
  • 2,191 Sq Ft

  73 Oxbow Rd, Fairfield, CT 06824

  Experience style, comfort, and convenience in Fairfield's coveted University neighborhood. This home offers a bright, airy flow that highlights its classic character and thoughtful updates. The main level features hardwood floors and a spacious living room with a cozy fireplace. The dining room flows into the kitchen, offering a wealth of cabinet space. You'll love the layout of this level, where

  Lindsey Rosen William Pitt Sotheby's Int'l

  73 Oxbow Rd, Fairfield, CT 06824
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  /40

  $1,975,000

  • 4 Beds
  • 3 Baths
  • 3,253 Sq Ft

  5 Tanglewood Ln, Westport, CT 06880

  Set on a quiet, convenient street in Westport's coveted Old Hill, this charming home captures the essence of Fairfield County living. A picturesque acre with level lawns, a sparkling pool, and expansive patios creates an exceptional outdoor retreat ideal for relaxing or entertaining. A welcoming front porch leads into a thoughtfully renovated interior with beautifully proportioned spaces and

  Doug Bross Coldwell Banker Realty

  5 Tanglewood Ln, Westport, CT 06880
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  /19

  $1,699,000

  • 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

  (203) 405-9232

  173 Puritan Rd, Fairfield, CT 06824
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  /38

  $4,050,000

  • 6 Beds
  • 9 Baths
  • 9,525 Sq Ft

  278 North Ave, Westport, CT 06880

  Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that

  Cyd Hamer William Pitt Sotheby's Int'l

  278 North Ave, Westport, CT 06880
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  /4

  $900,000

  • 4 Beds
  • 1,896 Sq Ft

  19 Ketchum St, Westport, CT 06880

  19 Ketchum is for sale as part of 31 Franklin parcel with 2 building next door combined price $2,750,000. Ketchum and Franklin Street are about to be transformed as part of area redevelopment including 17 townhomes and flats across street recently approved. As well as the dev site at train station. Now is the time.

  Peter Lane Ogents, LLC

  19 Ketchum St, Westport, CT 06880
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  /30

  $1,098,000

  • 3 Beds
  • 1.5 Baths
  • 2,640 Sq Ft

  170 Imperial Ave, Westport, CT 06880

  Classic 3 Bedroom Colonial in the heart of Westport set on a picturesque level .21-acre. Full of potential, this home awaits your creative vision. Good flow and hardwood floors throughout. Flat, pretty property with city water and sewer available nearby. Detached one car garage. Ideally located just a short walk to the Saugatuck River, train, restaurants, shops, the Rowing Club, and coveted

  Patricia Shea Coldwell Banker Realty

  170 Imperial Ave, Westport, CT 06880
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  /2

  $2,750,000

  • 8 Beds
  • 2 Baths
  • 6,052 Sq Ft

  Unlisted Address

  31 Franklin & 19 Ketchum combined for redevelopment or reno existing. Multiple redevelopment projects coming to Saugtatuck including townhomes and flats across street as well as plans for Saugatuck train station block in the works.

  Peter Lane Ogents, LLC

  Unlisted Address
• 

  

  /40

  $1,875,000

  • 5 Beds
  • 3 Baths
  • 3,032 Sq Ft

  82 Lee Dr, Fairfield, CT 06824

  Ideally located in the highly sought-after Sasco Hill neighborhood, this exceptional coastal home offers the rare advantage of beach-area living outside the flood zone-no flood insurance required. Perfectly positioned between town and shoreline, the property features a stunning second-floor addition completed in 2025 with over $200,000 invested, including a rooftop deck with beautiful Long Island

  

  Jacek Mikolajczyk

  Berkshire Hathaway NE Prop.

  (475) 269-6318

  82 Lee Dr, Fairfield, CT 06824
• 

  /2

  $5,650,000

  New Construction

  • 7 Beds
  • 9 Baths
  • 8,762 Sq Ft

  8 Pleasant Valley Ln, Westport, CT 06880

  Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted culdesac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic twostory foyer, 10ft

  Doug Bross Coldwell Banker Realty

  8 Pleasant Valley Ln, Westport, CT 06880
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  /40

  $4,450,000

  New Construction

  • 6 Beds
  • 8 Baths
  • 8,356 Sq Ft

  159 Turnpike, Westport, CT 06880

  Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in the summertime? Maybe a bit of fly fishing for trout? Or perhaps some paddleboarding? Yes, of course, there's a 20x40

  Maryann Levanti Higgins Group Bedford Square

  159 Turnpike, Westport, CT 06880
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  /5

  $2,050,000

  • 5 Beds
  • 3.5 Baths
  • 2,509 Sq Ft

  79 Fairfield Place, Fairfield, CT 06824

  Set on a level and flat .24-acre lot in the highly sought-after Sasco Hill area of Fairfield, this charming home offers endless opportunities to customize and create your dream living space. Boasting 2,500 square feet of versatile living area, plus a full unfinished basement, a deck, and an outdoor shed, this property perfectly balances comfort and potential. Enjoy a unique dual-street frontage,

  Phyllis Doonan William Raveis Real Estate

  79 Fairfield Place, Fairfield, CT 06824
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  /14

  $975,000

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  20 Cross St Unit 7, Westport, CT 06880

  This beautiful condo/townhouse is located conveniently within a 5 min walk to downtown Westport. The upstairs features 2 spacious bedrooms with walk in closets and a full bathroom. The main level has a sun-filled living room and a dining room with a view of a cozy backyard accompanied by another full bathroom and a walk in pantry. The kitchen is well appointed with all thick marble countertops

  Steven Koleno Beycome of Connecticut

  20 Cross St Unit 7, Westport, CT 06880
• 

  

  /20

  $550,000

  • 8 Beds
  • 3 Baths
  • 2,679 Sq Ft

  18-20 Clinton Ave, Bridgeport, CT 06605

  This very large 2,679 sqft 2 family property is perfect for any home owner or investor. The 1st floor unit consists of 3 bedrooms and 1 bathroom. The 2nd unit is a very spacious two floor apartment that has 5 bedrooms and 2 bathrooms that was recently updated. Conveniently located just minutes from I-95 and I-91. Schedule your showing today!!!

  Thomas Payne Century 21 Scala Group

  18-20 Clinton Ave, Bridgeport, CT 06605
• 

  /2

  $699,000

  • Land
  • 16,117 Sq Ft
  • $1,889,189 per Acre

  1 Battery Park Dr, Bridgeport, CT 06605

  Welcome to an exceptional opportunity in the highly sought after enclave at Black Rock! Nestled on a .37 acre lot this parcel boasts unparrelled vistas of the majestic Long Island Sound a canvas for your visionary masterpiece. This prime location beckons investors and builders alike to sieze the potential of coastal living at its finest. Edmbrace the allur of seaside living and capitalize on this

  Steven Koleno Beycome of Connecticut

  1 Battery Park Dr, Bridgeport, CT 06605
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  /21

  $1,050,000

  $101K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 1,684 Sq Ft

  54 Elm St, Fairfield, CT 06824

  Rare opportunity to live on one of the most coveted streets in the (Fairfield )University area, and on one of the largest parcels. A short stroll to train , beach and downtown / Post Rd. Nestled off road with beautiful curb appeal including stone and wood exterior , mature growth trees surround property , along with a vintage barn - like garage at street level predating home , affording 2

  

  Thomas Bepko

  YellowBrick Real Estate LLC

  (475) 259-2738

  54 Elm St, Fairfield, CT 06824
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  /36

  $2,750,000

  • 5 Beds
  • 4.5 Baths
  • 6,356 Sq Ft

  21 Dover Rd, Westport, CT 06880

  Spacious and impeccably maintained Colonial tucked away on a quiet cul-de-sac in one of Westport's most desirable locations, just moments to town, schools, trains, beaches, and everyday conveniences. Offering four finished levels, this beautifully updated home features 5 bedrooms, 4 full baths, and a powder room. Designed for both comfortable daily living and effortless entertaining, the home

  Judi Lake The Riverside Realty Group

  21 Dover Rd, Westport, CT 06880
• 

  

  /40

  $1,885,000

  • 3 Beds
  • 3.5 Baths
  • 2,994 Sq Ft

  491 Westway Rd Unit 491, Fairfield, CT 06890

  Welcome to refined, like-new construction luxury in the heart of Southport Village. This private enclave is just minutes to the gorgeous beach & harbor, train, library, restaurants & shops, ideally located close to commute & downtown Village living. A lifestyle is what you find, with every high-end amenity, proximity, efficiency and easy, maintenance-free living, yet surrounded by 6-acres of open

  Denise Walsh William Raveis Real Estate

  491 Westway Rd Unit 491, Fairfield, CT 06890
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  /12

  $319,900

  $9K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  969 Maplewood Ave, Bridgeport, CT 06605

  Welcome Home! This charming, "move-in ready" fully updated 3-Bedroom, 1-bathroom single-family residence is a premier opportunity for a first-timer or investor. The 1st floor open floor plan allows everyone to share the same space. Some of the recent updates include a new roof, hot water heater, bathroom and new flooring through-out the home. The new fenced level-yard is perfect for pets,

  Ortiz Jes Carrena Property Mgmt & Realty

  969 Maplewood Ave, Bridgeport, CT 06605
• 

  /2

  $3,100,000

  • 4,311 Sq Ft

  Unlisted Address

  Imagine the possibilities! From residential to commericial opportunities this waterfront parcel is ideally poised for transformation into luxurious waterfront and water-view condominiums, townhomes or apartments. Alternatively, retain the existing turnkey and profitable establishment with income producing tenants while allowing the property to appreciate overtime. Just over the creek abutting

  Susan Vanech Compass Connecticut, LLC

  Unlisted Address
• 

  

  /17

  $249,999

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft

  25 Cartright St Unit 7E, Bridgeport, CT 06604

  Stunning end unit 2-bedroom, 2-bath condo located in the desirable Brooklawn area of Bridgeport near the Fairfield line. This spacious 1,363 sq ft 7th-floor unit features wood flooring throughout and a bright, open-concept living and dining area. Enjoy treetop views from your private balcony. The unit offers an updated kitchen and bathrooms, a large primary suite with full bath, and generous

  Sasha Iyamu ERIS, LLC

  25 Cartright St Unit 7E, Bridgeport, CT 06604
• 

  

  /8

  $3,995,000

  • Land
  • 2.02 Acres
  • $1,977,723 per Acre

  817 Sasco Hill Rd, Fairfield, CT 06824

  BUILDING OPPORTUNITY ATOP SASCO HILL - This stunning 2-acre parcel atop Sasco Hill, the pinnacle, presents a unique opportunity to build a sensational estate while enjoying captivating views of Southport Harbor and the Norwalk Islands. The exceptional Sasco Hill Road location provides not only privacy but also an extraordinary canvas for a luxurious custom residence, characterized by expansive

  Victoria Fingelly Higgins Group Real Estate

  817 Sasco Hill Rd, Fairfield, CT 06824

Showing Results 41 - 80, Page 2 of 5