Fairfield Homes For Sale

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    • Nestled within the serene confines of Greenfield Hill, this magnificent estate resides on a private driveway, exuding an idyllic charm that is nothing short of picturesque. Its refined interiors and expansive, park-like grounds converge to offer the epitome of luxury, seamlessly blending indoor to outdoor. The professionally landscaped 3+ acre property boasts a tennis court next to the pergola for leisurely observation, a generously sized heated gunite pool adjacent to a unique gazebo, thoughtfully equipped with comfortable seating, retractable screens, and blinds. Further enhancing the estate's allure is a playground, an outdoor grill boasting an authentic Tuscan pizza oven, and an expansive blue stone patio - an exquisite retreat for both relaxation and entertaining, whether with family or friends. This stately colonial residence blends classic architectural elegance with contemporary design, presenting a truly unparalleled property. Meticulously maintained, it offers over 10, 000 square feet of living space, encompassing 8 bedrooms, 8 full bathrooms, and 4 partial bathrooms. The interior is adorned with 3 fireplaces, a spacious gourmet chef's kitchen, an art-deco-inspired home theater, a fully equipped gym, a billiard room, a spacious temperature-controlled wine cellar, and even a separate guest house. For car enthusiasts, a 4 car garage. This is an absolute must-see property, that exemplifies luxury living at its finest. TAXES: $60, 180 35
      1610 Hillside Rd Fairfield, Connecticut 06824
      $3,699,000
      8 Bedrooms 8 Full Baths 4 Half Baths Sq. Ft. 10787.00:# SqFt
      Single Family For Sale ML# 24045810
      Nestled within the serene confines of Greenfield Hill, this magnificent estate resides on a private driveway, exuding an idyllic charm that is nothing short of picturesque. Its refined interiors and expansive, park-like grounds converge to offer the epitome of luxury, seamlessly blending indoor to outdoor. The professionally landscaped 3+ acre property boasts a tennis court next to the pergola for leisurely observation, a generously sized heated gunite pool adjacent to a unique gazebo, thoughtfully equipped with comfortable seating, retractable screens, and blinds. Further enhancing the estate's allure is a playground, an outdoor grill boasting an authentic Tuscan pizza oven, and an expansive blue stone patio - an exquisite retreat for both relaxation and entertaining, whether with family or friends. This stately colonial residence blends classic architectural elegance with contemporary design, presenting a truly unparalleled property. Meticulously maintained, it offers over 10, 000 square feet of living space, encompassing 8 bedrooms, 8 full bathrooms, and 4 partial bathrooms. The interior is adorned with 3 fireplaces, a spacious gourmet chef's kitchen, an art-deco-inspired home theater, a fully equipped gym, a billiard room, a spacious temperature-controlled wine cellar, and even a separate guest house. For car enthusiasts, a 4 car garage. This is an absolute must-see property, that exemplifies luxury living at its finest. TAXES: $60, 180
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • FREE 20X40 POOL ! CUSTOMIZABLE 4500 Sqft New Beach Construction Home on a very rare oversized 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 6 bedrooms, 5baths, library with exceptional trim work and french doors leading to an outdoor covered porch and inviting blue stone patio. Expansive family room with welcoming fireplace and grand living room with a second fireplace for festive family celebrations. Chef's kitchen with custom cabinetry and top of the line appliances offers a separate eating area with bay windows. Bedrooms are generously sized with full marble baths and top quality vanities. Opulent master suite provides a perfect place to retreat. The finished third floor with additional living space will surely suits your family and Lifestyle. Two extra generously sized bedrooms, a full bath, room for a movie theater, a playroom or gym complete this unique oversized beach sanctuary. OPTIONS available: Sauna, Elevator, Wine parlor, Outdoor loggia and Pool. LAND OF 0.31 ACRE IS RARE and OVERSIZED. A RARE FIND ! Please note that is project is a proposed built and that the pictures depicted here are from local and renowned builder. Inquire today to view or request builder's extensive portfolio and finishes. Agent- Owner. 41
      394 Penfield Rd Fairfield, Connecticut 06824
      $3,689,000
      6 Bedrooms 5 Full Baths Sq. Ft. 4500.00:# SqFt
      Single Family For Sale ML# 170552705
      FREE 20X40 POOL ! CUSTOMIZABLE 4500 Sqft New Beach Construction Home on a very rare oversized 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 6 bedrooms, 5baths, library with exceptional trim work and french doors leading to an outdoor covered porch and inviting blue stone patio. Expansive family room with welcoming fireplace and grand living room with a second fireplace for festive family celebrations. Chef's kitchen with custom cabinetry and top of the line appliances offers a separate eating area with bay windows. Bedrooms are generously sized with full marble baths and top quality vanities. Opulent master suite provides a perfect place to retreat. The finished third floor with additional living space will surely suits your family and Lifestyle. Two extra generously sized bedrooms, a full bath, room for a movie theater, a playroom or gym complete this unique oversized beach sanctuary. OPTIONS available: Sauna, Elevator, Wine parlor, Outdoor loggia and Pool. LAND OF 0.31 ACRE IS RARE and OVERSIZED. A RARE FIND ! Please note that is project is a proposed built and that the pictures depicted here are from local and renowned builder. Inquire today to view or request builder's extensive portfolio and finishes. Agent- Owner.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Poised on over five majestic acres in the heart of Greenfield Hill, this spectacular family compound enjoys unmatched privacy, minutes from shopping and dining. Being sold AS IS and already gutted/prepped for future renovation, the main house with an English conservatory offers the opportunity to restore this breathtaking home or build your dream. Resort amenities include a swimming pool surrounded by a brick terrace, pool cabana, lighted tennis court, and three-stall tennis barn. The award-winning fieldhouse consists of a main level sitting area, a replica of the Mohawk Mountain swing, a regulation racquetball court, gymnasium, changing rooms with two showers and a shared half bath, and a loft perfect for game nights. An arbor and beautiful lit fountain offer an enchanting place to relax in the shade and enjoy the serene landscape. If you are interested in a larger estate, please inquire with the listing agent, for details about additional adjacent properties. 41
      1211 Old Academy Rd Fairfield, Connecticut 06824
      $3,500,000
      4 Bedrooms 5 Full Baths 2 Half Baths Sq. Ft. 7635.00:# SqFt
      Single Family For Sale ML# 170546456
      Poised on over five majestic acres in the heart of Greenfield Hill, this spectacular family compound enjoys unmatched privacy, minutes from shopping and dining. Being sold AS IS and already gutted/prepped for future renovation, the main house with an English conservatory offers the opportunity to restore this breathtaking home or build your dream. Resort amenities include a swimming pool surrounded by a brick terrace, pool cabana, lighted tennis court, and three-stall tennis barn. The award-winning fieldhouse consists of a main level sitting area, a replica of the Mohawk Mountain swing, a regulation racquetball court, gymnasium, changing rooms with two showers and a shared half bath, and a loft perfect for game nights. An arbor and beautiful lit fountain offer an enchanting place to relax in the shade and enjoy the serene landscape. If you are interested in a larger estate, please inquire with the listing agent, for details about additional adjacent properties.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Welcome home to a breathtaking estate where timeless elegance meets modern luxury. Set on over 3 acres of park-like grounds in coveted lower Greenfield Hill, this extraordinary Colonial is a masterpiece of design offering an open-concept layout, soaring 10 ft ceilings & oversized 6 ft windows throughout; flooding the home w/natural light & capturing spectacular southwesterly views. The chef's kitchen is an entertainers dream w/custom cabinetry, 11 ft island, butlers pantry, walk-in pantry & breakfast room w/ French Doors to deck. Grand family room w/wood burning fireplace & coffered ceiling. Formal dining room stuns w/8 ft. glass doors for wine storage. Gorgeous home office w/custom built-ins & gas fireplace. Upstairs, a sublime master suite w/lit tray ceiling, gas fireplace, extraordinary custom outfitted his & hers walk-in closets, luxurious marble bathroom & breakfast bar w/refrigerator & sink. Add'l 4 large bedrooms all w/walk in closets. Au pair/in law suite w/separate back staircase entrance. Exquisite 2 story mudroom w/custom built-ins & add'l 1st fl powder room. 2000 sq ft. finished walk-out lower level w/gym, 2 add'l bathrooms, kitchen, wood burning fireplace, storage & safe room. Add'l features include: irrigation, new stone wall, fence & automatic front gate, 5'' white oak floors throughout, designer light fixtures, 3-car heated/AC garage w/14' ceilings, CAT 6 wired throughout, gas heat, solar panels, deer fenced. Approx. $500k in improvements by current owner. 40
      735 Redding Rd Fairfield, Connecticut 06824
      $3,495,000
      5 Bedrooms 5 Full Baths 3 Half Baths Sq. Ft. 7904.00:# SqFt
      Single Family For Sale ML# 24070965
      Welcome home to a breathtaking estate where timeless elegance meets modern luxury. Set on over 3 acres of park-like grounds in coveted lower Greenfield Hill, this extraordinary Colonial is a masterpiece of design offering an open-concept layout, soaring 10 ft ceilings & oversized 6 ft windows throughout; flooding the home w/natural light & capturing spectacular southwesterly views. The chef's kitchen is an entertainers dream w/custom cabinetry, 11 ft island, butlers pantry, walk-in pantry & breakfast room w/ French Doors to deck. Grand family room w/wood burning fireplace & coffered ceiling. Formal dining room stuns w/8 ft. glass doors for wine storage. Gorgeous home office w/custom built-ins & gas fireplace. Upstairs, a sublime master suite w/lit tray ceiling, gas fireplace, extraordinary custom outfitted his & hers walk-in closets, luxurious marble bathroom & breakfast bar w/refrigerator & sink. Add'l 4 large bedrooms all w/walk in closets. Au pair/in law suite w/separate back staircase entrance. Exquisite 2 story mudroom w/custom built-ins & add'l 1st fl powder room. 2000 sq ft. finished walk-out lower level w/gym, 2 add'l bathrooms, kitchen, wood burning fireplace, storage & safe room. Add'l features include: irrigation, new stone wall, fence & automatic front gate, 5'' white oak floors throughout, designer light fixtures, 3-car heated/AC garage w/14' ceilings, CAT 6 wired throughout, gas heat, solar panels, deer fenced. Approx. $500k in improvements by current owner.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Sited on a desirable Southport cul-de-sac, 239 Jessica Lane is the ultimate showstopper. Only one owner has graced this home since it was built and they have made a memorable mark. A magnificent 2 story tree house was designed by renowned local architect Mark Finley, to provide the owners the opportunity to relish in the private, lush surroundings. It's the perfect space for an intimate dinner party or for summer cocktails. You've never seen anything like it! A custom gunite pool with an expansive patio is also a highlight. The living space is gracious with the ideal blend of both formal and informal spaces. It's expansive yet provides the ideal amount of comfort. The best surprise is the authentic Irish Pub in the walkout lower level, such a fun space for entertaining. You must see it all in person to experience all this home has to offer. 40
      239 Jessica Lane Fairfield, Connecticut 06890
      $2,999,000
      4 Bedrooms 4 Full Baths 2 Half Baths Sq. Ft. 5081.00:# SqFt
      Single Family For Sale ML# 170577152
      Sited on a desirable Southport cul-de-sac, 239 Jessica Lane is the ultimate showstopper. Only one owner has graced this home since it was built and they have made a memorable mark. A magnificent 2 story tree house was designed by renowned local architect Mark Finley, to provide the owners the opportunity to relish in the private, lush surroundings. It's the perfect space for an intimate dinner party or for summer cocktails. You've never seen anything like it! A custom gunite pool with an expansive patio is also a highlight. The living space is gracious with the ideal blend of both formal and informal spaces. It's expansive yet provides the ideal amount of comfort. The best surprise is the authentic Irish Pub in the walkout lower level, such a fun space for entertaining. You must see it all in person to experience all this home has to offer.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Greenfield Hill New Construction. To be built home by award-winning Coastal Construction Group on this beautiful 2.65 acre flat property on a Town designated Scenic Road. Directly across the street from one of the largest residential properties in Fairfield (40 acres). Buyers can meet and tour other of Coastal's homes to make their own design and finishing choices. Construction will begin once property is purchased and builder is contracted. Close to Brett Woods Conservation Area (186 acres) and the Roy and Margot Larsen Wildlife Sanctuary (155 acres) both with miles of walking trails. Convenient to the town centers of Fairfield, Southport and Westport while just one hour to Manhattan. Also offered as land only sale per MLS #170551064 asking $699, 000. Wonderful opportunity to build your own home in bucolic Greenfield Hill. 12
      22 Brett Rd Fairfield, Connecticut 06824
      $2,995,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 4800.00:# SqFt
      Single Family For Sale ML# 170565390
      Greenfield Hill New Construction. To be built home by award-winning Coastal Construction Group on this beautiful 2.65 acre flat property on a Town designated Scenic Road. Directly across the street from one of the largest residential properties in Fairfield (40 acres). Buyers can meet and tour other of Coastal's homes to make their own design and finishing choices. Construction will begin once property is purchased and builder is contracted. Close to Brett Woods Conservation Area (186 acres) and the Roy and Margot Larsen Wildlife Sanctuary (155 acres) both with miles of walking trails. Convenient to the town centers of Fairfield, Southport and Westport while just one hour to Manhattan. Also offered as land only sale per MLS #170551064 asking $699, 000. Wonderful opportunity to build your own home in bucolic Greenfield Hill.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • ELEGANT COUNTRY HOUSE ON SASCO HILL - Designed in the classic tradition, with a very private Sasco Hill location, this exceptionally elegant 6000 square foot, 5 Bedroom, 5.5 Bath, residence features 4 Fireplaces, an expansive Living Room with Music Alcove, banquet size formal Dining Room, Sun Room, Family Room, a luxurious Primary Suite with 2 beautiful Baths, Dressing Room and a Home Office/Sitting Room, in addition to a wonderful a 2 Bedroom Guest Apartment with Kitchen, Living/Dining Room with Fireplace, and Full Bath, and a 3-Car attached Garage. Refined and sophisticated architecture, throughout 16 beautifully proportioned, sun-dappled rooms, is further evidenced by the exquisite Chippendale style balustrade, encasing the sweeping upper story exterior Porch. Charming stone Terraces, a delightful Koi Pond with Fountain, pastoral lawns, and a 20' x 40' Grecian style Gunite Pool with granite surround and Terrace in a setting, stunning in its simplicity, combine to provide further complement to the splendor of this extraordinary .95 acre property. Iconic Sasco Hill is immediately accessible to beaches, Southport Village and Harbor, Ye Yacht Yard, superb dining, world-class shopping, excellent educational and cultural venues, as well as train service to and from New York City. First Floor: Gracious Entrance Hall with hardwood flooring, very elegant, gently curving main Staircase, and French Door to Terrace. Please open Addendum for further description. 38
      753 Sasco Hill Rd Fairfield, Connecticut 06824
      $2,950,000
      7 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 5967.00:# SqFt
      Single Family For Sale ML# 24051326
      ELEGANT COUNTRY HOUSE ON SASCO HILL - Designed in the classic tradition, with a very private Sasco Hill location, this exceptionally elegant 6000 square foot, 5 Bedroom, 5.5 Bath, residence features 4 Fireplaces, an expansive Living Room with Music Alcove, banquet size formal Dining Room, Sun Room, Family Room, a luxurious Primary Suite with 2 beautiful Baths, Dressing Room and a Home Office/Sitting Room, in addition to a wonderful a 2 Bedroom Guest Apartment with Kitchen, Living/Dining Room with Fireplace, and Full Bath, and a 3-Car attached Garage. Refined and sophisticated architecture, throughout 16 beautifully proportioned, sun-dappled rooms, is further evidenced by the exquisite Chippendale style balustrade, encasing the sweeping upper story exterior Porch. Charming stone Terraces, a delightful Koi Pond with Fountain, pastoral lawns, and a 20' x 40' Grecian style Gunite Pool with granite surround and Terrace in a setting, stunning in its simplicity, combine to provide further complement to the splendor of this extraordinary .95 acre property. Iconic Sasco Hill is immediately accessible to beaches, Southport Village and Harbor, Ye Yacht Yard, superb dining, world-class shopping, excellent educational and cultural venues, as well as train service to and from New York City. First Floor: Gracious Entrance Hall with hardwood flooring, very elegant, gently curving main Staircase, and French Door to Terrace. Please open Addendum for further description.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • HANDS DOWN, BUILT W/INTEGRITY* MASTERFULLY CRAFTED * EXCEEDING COMPLIANT STANDARDS ON FAIRFIELD BEACH. BIG BLUE BY THE SEA. FULLY FEMA COMPLIANT! Offering a fanatical 180-degree view of Long Island Sound. HUGE INCOME PRODUCER * 9 MONTH RENTAL Sept-May 23/24 is 135K & Sept-May 24/25 is 180K. Summer Season June-August $60, 000 Beautifully built 5 BD, 4 BTH, BONUS top-floor loft w/ breathtaking views from the rooftop deck! A rundown on this home includes: an irrigation system, radiant heat on the 1st floor, Helical pile concrete footings, Hardie board exterior that resists rotting, cracking, and warping, Azek trim, quality grade Anderson Series 400 windows, detailed millwork and finishes throughout, Mahogany & Composite decking, and high-efficiency mechanicals all built to FEMA codes. Three (3) outdoor spaces including a main area deck off the living room, a mezzanine-style balcony off the primary bedroom, and a rooftop deck! A castle-like structure built to absorb every inch of Long Island Sound. Front-to-back 6-car garage with convenient access to the sand. The primary bedroom suite has unparalleled views, on a clear day you can see to Manhattan. Spa-like bathrooms, a separate soak-in tub, and tiled bathrooms. One of the best on The Gold Coast! 40
      1011 Fairfield Beach Rd Fairfield, Connecticut 06824
      $2,950,000
      5 Bedrooms 4 Full Baths Sq. Ft. 3096.00:# SqFt
      Single Family For Sale ML# 170569954
      HANDS DOWN, BUILT W/INTEGRITY* MASTERFULLY CRAFTED * EXCEEDING COMPLIANT STANDARDS ON FAIRFIELD BEACH. BIG BLUE BY THE SEA. FULLY FEMA COMPLIANT! Offering a fanatical 180-degree view of Long Island Sound. HUGE INCOME PRODUCER * 9 MONTH RENTAL Sept-May 23/24 is 135K & Sept-May 24/25 is 180K. Summer Season June-August $60, 000 Beautifully built 5 BD, 4 BTH, BONUS top-floor loft w/ breathtaking views from the rooftop deck! A rundown on this home includes: an irrigation system, radiant heat on the 1st floor, Helical pile concrete footings, Hardie board exterior that resists rotting, cracking, and warping, Azek trim, quality grade Anderson Series 400 windows, detailed millwork and finishes throughout, Mahogany & Composite decking, and high-efficiency mechanicals all built to FEMA codes. Three (3) outdoor spaces including a main area deck off the living room, a mezzanine-style balcony off the primary bedroom, and a rooftop deck! A castle-like structure built to absorb every inch of Long Island Sound. Front-to-back 6-car garage with convenient access to the sand. The primary bedroom suite has unparalleled views, on a clear day you can see to Manhattan. Spa-like bathrooms, a separate soak-in tub, and tiled bathrooms. One of the best on The Gold Coast!
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Stately and gracious Greenfield Hill charmer on 2+ acres of manicured lawn with amazing details. Enter into a dramatic 2 story entrance hall with grand double staircase, marble floor and amazing custom millwork and built-ins throughout. Light, bright formal rooms that flow seamlessly. All bedrooms are en-suite. Too many details to mention. In-law possibilities. Very private grounds and meticulously maintained & manicured. Gorgeous gunite pool and pool house which could become many things as it has its own septic and basement. Convenient location, just minutes to commuting, stores, restaurants and schools. Home was built by builder Christer Krook. 40
      342 Midlock Rd Fairfield, Connecticut 06824
      $2,875,000
      5 Bedrooms 8 Full Baths 1 Half Bath Sq. Ft. 7269.00:# SqFt
      Single Family For Sale ML# 24035257
      Stately and gracious Greenfield Hill charmer on 2+ acres of manicured lawn with amazing details. Enter into a dramatic 2 story entrance hall with grand double staircase, marble floor and amazing custom millwork and built-ins throughout. Light, bright formal rooms that flow seamlessly. All bedrooms are en-suite. Too many details to mention. In-law possibilities. Very private grounds and meticulously maintained & manicured. Gorgeous gunite pool and pool house which could become many things as it has its own septic and basement. Convenient location, just minutes to commuting, stores, restaurants and schools. Home was built by builder Christer Krook.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Discover your private sanctuary at the end of a serene cul-de-sac in Greenfield Hill. This country compound spans 4.5 picturesque acres, enveloping a French-inspired main house with 6 BRs, 4.2 baths, and an enchanting English garden. Step into the elegant formal living and dining rooms, both warmed by inviting FPs, setting the stage for memorable moments. The custom gourmet kitchen, designed for living, opens onto a charming stone patio-perfect for al fresco dining. The first level also houses a sun-drenched family room and a study. Ascend to discover a serene primary suite with a spacious walk-in closet and 5 additional versatile BRs. The estate further offers a unique barn featuring an office, a gym, a squash court and extra living space-catering to every aspect of your lifestyle. Immerse in the stunning landscaping, a beautiful gunite pool, spa, private tennis court, vegetable garden, fruit trees, and stone walls outside. This bucolic haven promises a lifestyle of comfort, wellness, and charm. 33
      125 Brett Lane Fairfield, Connecticut 06824
      $2,800,000
      6 Bedrooms 7 Full Baths 2 Half Baths Sq. Ft. 7843.00:# SqFt
      Single Family For Sale ML# 24038355
      Discover your private sanctuary at the end of a serene cul-de-sac in Greenfield Hill. This country compound spans 4.5 picturesque acres, enveloping a French-inspired main house with 6 BRs, 4.2 baths, and an enchanting English garden. Step into the elegant formal living and dining rooms, both warmed by inviting FPs, setting the stage for memorable moments. The custom gourmet kitchen, designed for living, opens onto a charming stone patio-perfect for al fresco dining. The first level also houses a sun-drenched family room and a study. Ascend to discover a serene primary suite with a spacious walk-in closet and 5 additional versatile BRs. The estate further offers a unique barn featuring an office, a gym, a squash court and extra living space-catering to every aspect of your lifestyle. Immerse in the stunning landscaping, a beautiful gunite pool, spa, private tennis court, vegetable garden, fruit trees, and stone walls outside. This bucolic haven promises a lifestyle of comfort, wellness, and charm.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
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    Adriana C. Radu
    (203) 247-5215

    355 Riverside Ave, Westport, CT 06880, USA

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