Greenfield Hill Homes

• 

  $2,900,000 Sold Apr 30, 2025

  • 6,466 Sq Ft
  • $448/SF
  • 25 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1995

  200 Jessica Ln, Southport, CT 06890

  THE SELLER REQUESTS THAT ALL OFFERS BE SUBMITTED NO LATER THAN SUNDAY, MARCH 16TH, AT 5 PM-- Nestled on a quiet cul-de-sac in one of Southport's most sought-after neighborhoods, this beautiful home offers a perfect blend of comfort, style, and modern convenience. Set on over two acres of manicured grounds, the property is designed for effortless indoor-outdoor living with a pool, hot tub, outdoor

  Laura Kottler Compass Connecticut, LLC

  200 Jessica Ln, Southport, CT 06890
• 

  Est $1,165,405 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  485 Greenfield Hill Rd, Fairfield, CT 06824

  485 Greenfield Hill Rd, Fairfield, CT 06824
• 

  $975,000 Sold Apr 30, 2025

  • 2,800 Sq Ft
  • $348/SF
  • 19 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1968

  120 Mountain Laurel Rd, Fairfield, CT 06824

  Welcome to this bright and sunny gem ideally located on a quiet street in lower Greenfield Hill. 120 Mountain Laurel Road is a spacious, move-in-ready Raised Ranch home with endless potential. Featuring 4 bedrooms and 3 full bathrooms, this home provides ample space for living and entertaining. The oversized 1-acre lot offers numerous options for outdoor enjoyment and relaxation. The upper level

  Polly Sykes Compass Connecticut, LLC

  120 Mountain Laurel Rd, Fairfield, CT 06824
• 

  Est $1,605,063 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,013 Sq Ft

  1060 Hillside Rd, Fairfield, CT 06824

  1060 Hillside Rd, Fairfield, CT 06824
• 

  $3,495,000 Sold Apr 11, 2025

  • 7,904 Sq Ft
  • $442/SF
  • 33 Days On Market

  • 5 Beds
  • 8 Baths
  • Built 2017

  735 Redding Rd, Fairfield, CT 06824

  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

  Kate Cacciatore William Raveis Real Estate

  735 Redding Rd, Fairfield, CT 06824
• 

  Est $1,257,609 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,758 Sq Ft

  355 Greenfield Hill Rd, Fairfield, CT 06824

  355 Greenfield Hill Rd, Fairfield, CT 06824
• 

  $1,600,000 Sold Apr 04, 2025

  • 3,225 Sq Ft
  • $496/SF
  • 9 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1946

  1242 Old Academy Rd, Fairfield, CT 06824

  Highest/Best 2/16 by 5 PM. Applewood is a rare and charming 2-acre petite estate that seamlessly blends historic character with exceptional potential. Originally a barn, nestled within the remnants of a picturesque apple tree farm, this unique home offers an incredible opportunity to renovate, reimagine, or build anew while taking advantage of the existing 2-BEDROOM GUEST COTTAGE, INGROUND POOL

  Denise Walsh William Raveis Real Estate

  1242 Old Academy Rd, Fairfield, CT 06824
• 

  Est $1,311,977 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft

  130 Hubbell Ln, Fairfield, CT 06824

  130 Hubbell Ln, Fairfield, CT 06824
• 

  $2,350,000 Sold Apr 01, 2025

  • 3,656 Sq Ft
  • $643/SF
  • 14 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1834

  863 Old Academy Rd, Fairfield, CT 06824

  Welcome to this exquisitely renovated modern antique in one of Greenfield Hill's best locations.This home seamlessly blends historic charm with contemporary elegance, offering sun-drenched spaces designed for today's lifestyle.The recently remodeled eat-in kitchen is a showstopper, featuring wide board red and white oak floors, exposed antique beams, and a perfect balance of warmth and

  Cindy Raney Coldwell Banker Realty

  863 Old Academy Rd, Fairfield, CT 06824
• 

  Est $3,220,964 Not Listed For Sale

  • 4 Beds
  • 7 Baths
  • 6,686 Sq Ft

  745 Old Academy Rd, Fairfield, CT 06824

  745 Old Academy Rd, Fairfield, CT 06824
• 

  $1,625,000 Sold Mar 25, 2025

  • 3,918 Sq Ft
  • $415/SF
  • 24 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1995

  255 Hillside Rd, Fairfield, CT 06824

  HIGHEST AND BEST DUE MONDAY 2/24 AT NOON...Lower Greenfield Hill at its best. This is a beautifully restyled colonial on a private and fully fenced 2+ acre lot. Spacious open floor-plan perfect for today's modern lifestyle. The focal point of the home is the chef's eat-in kitchen with Quartz center island and all new stainless steel appliances which flows seamlessly to the dining room and huge

  Cindy Raney Coldwell Banker Realty

  255 Hillside Rd, Fairfield, CT 06824
• 

  Est $3,785,143 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,973 Sq Ft

  415 Mine Hill Rd, Fairfield, CT 06824

  415 Mine Hill Rd, Fairfield, CT 06824
• 

  $1,619,000 Sold Mar 21, 2025

  • 4,845 Sq Ft
  • $334/SF
  • 262 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1982

  220 Stonewall Ln, Fairfield, CT 06824

  Welcome to this magnificent residence nestled on over 2 acres of lush grounds in the prestigious Greenfield Hill neighborhood of Fairfield. This stunning property boasts an in-ground swimming pool, offering a perfect blend of luxury and tranquility. The Home features a grand great room with a cozy fireplace, soaring cathedral ceilings, and elegant French doors that open to the expansive bluestone

  Dannel Malloy NestSeekers International

  220 Stonewall Ln, Fairfield, CT 06824
• 

  Est $2,645,295 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 7,549 Sq Ft

  500 Old Academy Rd, Fairfield, CT 06824

  500 Old Academy Rd, Fairfield, CT 06824
• 

  $2,050,000 Sold Mar 14, 2025

  • 3,954 Sq Ft
  • $518/SF
  • 17 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1980

  792 Hulls Farm Rd, Southport, CT 06890

  Sited down on a private drive off one of town's most desirable streets, 792 Hulls Farm Rd offers the perfect blend of privacy and convenience. This charming expanded Cape Cod home welcomes you with warmth and character from the moment you step into the foyer. With 4-5 bedrooms and flexible living spaces, this home provides a versatile layout to suit your needs. Choose your primary suite on either

  Wendy Ryan Brown Harris Stevens

  792 Hulls Farm Rd, Southport, CT 06890
• 

  Est $3,888,813 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 6,409 Sq Ft

  100 Cherry Ln, Fairfield, CT 06824

  100 Cherry Ln, Fairfield, CT 06824
• 

  $2,179,000 Sold Mar 06, 2025

  • 5,556 Sq Ft
  • $392/SF
  • 44 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1998

  627 Hoydens Hill Rd, Fairfield, CT 06824

  Enter the gates of 627 Hoydens Hill and experience this truly breathtaking and special estate. With stunning views and complete privacy, this compound offers a 4-6 bedroom custom-built home with gorgeous 8-inch wood floors, wonderful light, great indoor-outdoor flow and every amenity you could dream of. 3-story elevator, updated party barn, remodeled accessory building with kitchenette and full

  Carrie Sakey Coldwell Banker Realty

  627 Hoydens Hill Rd, Fairfield, CT 06824
• 

  

  /39

  Est $4,101,561 Not Listed For Sale

  • 6 Beds
  • 10 Baths
  • 7,952 Sq Ft

  1481 Hillside Rd, Fairfield, CT 06824

  1481 Hillside Rd, Fairfield, CT 06824
• 

  $780,000 Sold Feb 19, 2025

  • 1,974 Sq Ft
  • $395/SF
  • 17 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1959

  400 Dunham Rd, Fairfield, CT 06824

  Welcome to Fernbrook Cottage, a charming New England Cape nestled on 1.2 acres in Fairfield's desirable Greenfield Hill. Surrounded by lush woodlands and curated perennial gardens that attract birds and pollinators, this home offers tranquility and natural beauty. The living room features a wood-burning fireplace, while a cozy den with a gas fireplace provides additional gathering space. The

  Anne Frewen Coldwell Banker Realty

  400 Dunham Rd, Fairfield, CT 06824
• 

  Est $1,638,387 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,658 Sq Ft

  115 Gay Bowers Rd, Fairfield, CT 06824

  115 Gay Bowers Rd, Fairfield, CT 06824
• 

  $1,900,000 Sold Feb 14, 2025

  • 4,020 Sq Ft
  • $473/SF
  • 111 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1834

  898 Cross Hwy, Fairfield, CT 06824

  Antique Perfection with Separate Barn/Artist Studio on pastoral acreage! Fully rebuilt in 2006 to exacting standards while maintaining the original charm and timeless features of architectural importance, 898 Cross Highway is pure delight. The 3/4 bedroom main house boasts 5 fireplaces, antique wide board floor, and soaring ceilings throughout. The newly redesigned Carrara Kitchen with inset

  Jaclyn Picarillo Higgins Group Bedford Square

  898 Cross Hwy, Fairfield, CT 06824
• 

  Est $3,065,928 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 6,753 Sq Ft

  1760 Hillside Rd, Fairfield, CT 06824

  1760 Hillside Rd, Fairfield, CT 06824
• 

  $1,595,000 Sold Feb 13, 2025

  • 4,102 Sq Ft
  • $389/SF
  • 107 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1975

  91 Hemlock Hills Rd S, Fairfield, CT 06824

  Welcome to 91 Hemlock Hills Rd South, an entertainer's paradise, beautifully updated with an ideal combination of space, style, and luxury. A classic colonial with modern appeal, 4100 sqft, 5-6 bedrooms, 3.5 baths with hardwood floors thru-out and striking open-concept layout. The custom kitchen is a culinary dream with upscale amenities, oversized island with seating, breakfast nook, abundance

  Kelly Finn Coldwell Banker Realty

  91 Hemlock Hills Rd S, Fairfield, CT 06824
• 

  Not Listed For Sale

  • 5 Beds
  • 7.5 Baths
  • 8,890 Sq Ft

  680 Old Academy Rd, Fairfield, CT 06824

  680 Old Academy Rd, Fairfield, CT 06824
• 

  $1,700,000 Sold Jan 31, 2025

  • 5,722 Sq Ft
  • $297/SF
  • 28 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1984

  1841 Burr St, Fairfield, CT 06824

  Set on 2 acres of flat land this 5 bedroom home has fabulous curb appeal! A sprawling front lawn accented with Greenfield Hill classic stonewall welcomes you. Step inside to modern living floor plan complete with a sun filled gourmet kitchen, family room with custom built bar and fireplace, living room/study and an elegant formal dining room with fireplace. Enjoy a cup of coffee and watch the

  Anthony Capalbo Berkshire Hathaway NE Prop.

  1841 Burr St, Fairfield, CT 06824
• 

  Est $2,965,652 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 8,320 Sq Ft

  84 Laurel Brook Ln, Fairfield, CT 06824

  84 Laurel Brook Ln, Fairfield, CT 06824
• 

  $1,550,000 Sold Jan 24, 2025

  • 4,136 Sq Ft
  • $375/SF
  • 30 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1998

  615 Hoydens Hill Rd, Fairfield, CT 06824

  Peaceful and convenient, 615 Hoydens Hill Rd offers the best of both worlds. Nestled into a tranquil neighborhood, surrounded by open space and beautifully maintained golf course fairways, yet minutes from shops, restaurants, beaches, and commuter options. Sited on 2 acres, privacy and serenity abound, with endless options to host family and friends. The bright eat-in kitchen brings the outside

  Katie Cochran William Raveis Real Estate

  615 Hoydens Hill Rd, Fairfield, CT 06824
• 

  Est $720,115 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,273 Sq Ft

  303 Cross Hwy, Fairfield, CT 06824

  303 Cross Hwy, Fairfield, CT 06824
• 

  $2,300,000 Sold Dec 19, 2024

  • 8,658 Sq Ft
  • $266/SF
  • 14 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1993

  117 Quarter Horse Ln, Fairfield, CT 06824

  Welcome to unparalleled luxury in this custom built Colonial majestically set on 2 pristine acres on one of Greenfield Hill's most coveted & idyllic cul-de-sacs offering extraordinary curb appeal from the moment you arrive. Step through grand double doors into a dramatic foyer w/soaring 18-ft ceilings immediately evoking a sense of grandeur. Open-concept layout & oversized windows bathes the home

  Kate Cacciatore William Raveis Real Estate

  117 Quarter Horse Ln, Fairfield, CT 06824
• 

  Est $1,811,470 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,091 Sq Ft

  2075 Hillside Rd, Fairfield, CT 06824

  2075 Hillside Rd, Fairfield, CT 06824
• 

  $1,200,000 Sold Dec 16, 2024

  • 2,261 Sq Ft
  • $531/SF
  • 36 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1953

  340 Merwins Ln, Fairfield, CT 06824

  Now is your opportunity to scoop up a home before the holidays offering abundant privacy and tranquility yet close to all Fairfield and the neighboring town of Westport has to offer! This 5-bedroom, 3-full bathroom expansive cape cod style home is located on one of Lower Greenfield Hill's most picturesque and desirable streets set behind a beautiful stone wall and featuring a perfectly flat 2

  Andrea Viscuso Compass Connecticut, LLC

  340 Merwins Ln, Fairfield, CT 06824
• 

  Est $1,278,643 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,494 Sq Ft

  2109 Hillside Rd, Fairfield, CT 06824

  2109 Hillside Rd, Fairfield, CT 06824
• 

  $1,079,000 Sold Dec 06, 2024

  • 2,352 Sq Ft
  • $459/SF
  • 19 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1982

  3701 North St, Fairfield, CT 06824

  Blending the best of authentic New England charm with the benefits of recent construction, this center-chimney Saltbox Colonial is a reproduction of an antique home, constructed by Tallman in 1982 to exacting standards. Located beside Brett Woods, this home is set upon elegant grounds with stone walls, a circular driveway, specimen plantings, artisanal patios & scenic views of nature's splendor.

  Doug Bross Coldwell Banker Realty

  3701 North St, Fairfield, CT 06824
• 

  Est $1,362,780 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,688 Sq Ft

  120 High Point Ln, Fairfield, CT 06824

  120 High Point Ln, Fairfield, CT 06824
• 

  $1,300,500 Sold Dec 02, 2024

  • 3,738 Sq Ft
  • $348/SF
  • 47 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1963

  442 Joan Dr, Fairfield, CT 06824

  Tucked away on a serene, private 1.37-acre lot in Lower Greenfield Hill, surrounded by nature and mature landscaping - welcome to 442 Joan Dr. Offering over 3,700 sqft of finished living space, 4 generously sized bedrooms, and 2.5 baths, this home has been thoughtfully updated and added onto over time. The addition of the family room and laundry/mudroom area was brilliantly designed and is not

  Ken Banks William Raveis Real Estate

  442 Joan Dr, Fairfield, CT 06824
• 

  Est $1,401,874 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,936 Sq Ft

  25 High Point Ln, Fairfield, CT 06824

  25 High Point Ln, Fairfield, CT 06824
• 

  $2,800,000 Sold Dec 02, 2024

  • 5,630 Sq Ft
  • $497/SF
  • 15 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1975

  201 Queens Grant Rd, Fairfield, CT 06824

  Paradise awaits at this extraordinary, magazine-worthy masterpiece set on 2 level acres on a coveted cul-de-sac in lower Greenfield Hill. This 5 bedroom home redefines luxury w/its impeccable blend of timeless elegance & captivates w/exquisite grounds & designer interiors. Step inside to a brilliant open-concept layout flooded w/natural light from oversized windows & French doors seamlessly

  Kate Cacciatore William Raveis Real Estate

  201 Queens Grant Rd, Fairfield, CT 06824
• 

  Est $1,747,812 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,765 Sq Ft

  60 Brett Rd, Fairfield, CT 06824

  60 Brett Rd, Fairfield, CT 06824
• 

  $1,725,000 Sold Dec 02, 2024

  • 4,477 Sq Ft
  • $385/SF
  • 31 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1988

  334 Brambley Hedge Cir, Fairfield, CT 06824

  Welcome to The Ridge, Fairfield's best kept secret and ONLY guard-gated and private community, located just minutes to downtown, train and beaches. Enjoy country club amenities including heated pool, club house with sauna, tennis courts, playground and a social and active lifestyle. Enter this custom home into an elegant sun-filled, two-story foyer which opens to the spacious living room with

  Carrie Sakey Coldwell Banker Realty

  334 Brambley Hedge Cir, Fairfield, CT 06824
• 

  Est $1,320,074 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,710 Sq Ft

  260 Whiting Pond Rd, Fairfield, CT 06824

  260 Whiting Pond Rd, Fairfield, CT 06824

Showing Results 121 - 160, Page 4 of 18