Greenfield Hill Homes

• 

  $900,000 Sold Aug 13, 2025

  • 2,696 Sq Ft
  • $334/SF
  • 13 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1967

  355 Surrey Ln, Fairfield, CT 06824

  Rare opportunity to update and expand a custom built, one owner multi-level home on gorgeous property, in a beloved multi-million dollar neighborhood. Majestically sited up on a flat, dry acre of land with a circular driveway and mature trees providing privacy yet convenient to all Fairfield amenities. Create your own backyard oasis with a pool, patio, deck, swing set, putting green, fire-pit,

  Laura Sydney William Pitt Sotheby's Int'l

  355 Surrey Ln, Fairfield, CT 06824
• 

  Est $1,533,334 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,064 Sq Ft

  40 Victoria Ct, Fairfield, CT 06824

  40 Victoria Ct, Fairfield, CT 06824
• 

  

  

  /40

  $2,099,000 Under Contract

  • 4 Beds
  • 5 Baths
  • 4,606 Sq Ft

  1615 Cross Hwy, Fairfield, CT 06824

  Welcome to your prestigious estate in Fairfield's coveted Greenfield Hill. Set back from the road, with fresh paint and new roof, this meticulously maintained elegant residence merges timeless design with modern luxury across 4,606SF of refined living space on a sprawling 2.1AC. Professional gardens and lawns provide privacy. Enjoy music from the sound system as you find hardwood floors sweeping

  James Barone Compass Connecticut, LLC

  1615 Cross Hwy, Fairfield, CT 06824
• 

  $1,050,000 Sold Aug 13, 2025

  • 2,310 Sq Ft
  • $455/SF
  • 33 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1994

  33 Alexandria Ct, Fairfield, CT 06824

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

  Susan Morelli Coldwell Banker Realty

  33 Alexandria Ct, Fairfield, CT 06824
• 

  Est $1,287,872 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,130 Sq Ft

  106 Hollow Tree Cir, Fairfield, CT 06824

  106 Hollow Tree Cir, Fairfield, CT 06824
• 

  

  /36

  $1,795,000

  • 6 Beds
  • 4.5 Baths
  • 5,325 Sq Ft

  212 Fence Row Dr, Fairfield, CT 06824

  Set on over two private acres in the gated community of The Ridge, this stunning estate combines modern comfort with timeless design. Residents enjoy resort-style amenities including a clubhouse, pool, tennis courts, playground, basketball court, private recreation facilities, and 24/7 gate security. Step inside through a soaring vaulted foyer that opens to a sun-filled living room framed by a

  Adele Higgins Higgins Group Real Estate

  212 Fence Row Dr, Fairfield, CT 06824
• 

  $1,280,000 Sold Aug 11, 2025

  • 3,050 Sq Ft
  • $420/SF
  • 16 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  142 Trillium Rd, Fairfield, CT 06824

  Welcome to 142 Trillum Road! This light, bright impeccably maintained home is move in ready! Nestled at the end of a quiet cul-de-sac in desirable lower Greenfield Hill this spacious home offers an open floor plan including a large living room, comfortable family room with fireplace and a bright eat in kitchen overlooking the private backyard. The second floor has an expansive primary bedroom

  Bobbie Poeltl Abagnale William Pitt Sotheby's Int'l

  142 Trillium Rd, Fairfield, CT 06824
• 

  Est $1,624,779 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,150 Sq Ft

  91 Labbance Ln, Fairfield, CT 06824

  91 Labbance Ln, Fairfield, CT 06824
• 

  

  /38

  $1,345,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  545 Surrey Ln, Fairfield, CT 06824

  Classic four bedroom, 2.5 bath colonial strikes a rare balance, offering turnkey charm, space and modern updates on a superb manicured acre - all within one of Fairfield's most coveted neighborhoods. Set on a quiet tree-lined street in lower Greenfield Hill with a new roof, newer windows and a/c paired with fresh paint inside and out ensures lasting curb appeal and peace of mind. The

  Kelly Finn Coldwell Banker Realty

  545 Surrey Ln, Fairfield, CT 06824
• 

  $1,655,500 Sold Aug 08, 2025

  • 3,366 Sq Ft
  • $492/SF
  • 14 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1961

  110 Florence Ln, Fairfield, CT 06824

  Tucked at the end of a peaceful cul-de-sac, this exceptional Colonial offers timeless charm, modern luxury and ultimate privacy. Reimagined, rebuilt and expanded in 2006, this custom 4-bedroom home is gracefully sited on 1.38 acres of park-like grounds featuring a stunning gunite pool, expansive patio and deck, lush lawns and ample space to relax or play. From its welcoming curb appeal to its

  Ellen Fusco Compass Connecticut, LLC

  110 Florence Ln, Fairfield, CT 06824
• 

  Est $2,029,434 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 5,949 Sq Ft

  999 Merwins Ln, Fairfield, CT 06824

  999 Merwins Ln, Fairfield, CT 06824
• 

  

  /24

  $995,000

  • 4 Beds
  • 3.5 Baths
  • 3,362 Sq Ft

  200 Joan Dr, Fairfield, CT 06824

  Welcome to 200 Joan Drive-a home that's more than just a place to live.It's where you can breathe, recharge, & truly feel at home.From the moment you arrive, the peaceful, tree-lined yard sets the tone:this is where memories are made. Step inside the foyer, & you'll immediately feel the warmth & comfort this home offers.Spacious living room, complete with a cozy fireplace, is perfect for chilly

  Kathleen Blackall William Raveis Real Estate

  200 Joan Dr, Fairfield, CT 06824
• 

  $2,500,000 Sold Aug 07, 2025

  • 5,485 Sq Ft
  • $456/SF
  • 41 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2005

  30 Wellington Dr, Fairfield, CT 06824

  Stunning custom-built Colonial nestled on a quiet cul-de-sac just minutes from Westport. Set on 2 private acres with a fenced-in backyard, in-ground gunite pool (2021), and patio, this home showcases exquisite craftsmanship, rich cherry and mahogany finishes, limestone and marble detailing, and 9' ceilings on both floors. The flexible layout offers 5 bedrooms, 4 full & 3 half baths, a first-floor

  William Gill Compass Connecticut, LLC

  30 Wellington Dr, Fairfield, CT 06824
• 

  Est $2,273,103 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,992 Sq Ft

  33 Old Hickory Rd, Fairfield, CT 06824

  33 Old Hickory Rd, Fairfield, CT 06824
• 

  

  /40

  $1,500,000

  • 4 Beds
  • 3.5 Baths
  • 4,062 Sq Ft

  159 Blue Bell Ln, Fairfield, CT 06824

  Welcome to Blue Bell Lane! This gracious 4-bedroom Colonial, nestled in a picturesque neighborhood offers a perfect blend of classic architecture and resort-style amenities. The outdoor paradise includes a gorgeous heated gunite pool with spa and waterfall feature surrounded by a spacious patio for relaxing, dining, and entertaining. The full-size Har Tru tennis court is every tennis lovers

  Gezime Ajro Higgins Group Real Estate

  159 Blue Bell Ln, Fairfield, CT 06824
• 

  $970,000 Sold Aug 06, 2025

  • 2,588 Sq Ft
  • $375/SF
  • 97 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1982

  1510 Congress St, Fairfield, CT 06825

  Nestled on two wooded acres in the coveted Greenfield Hill district, this extensively updated classic center hall colonial is the quintessential New England charmer. Thoughtfully equipped with premium touches, this four bedroom, 2.5 bath home boasts Bosch appliances, custom cabinetry, quartz countertops, hardwood floors throughout, exquisite light fixtures, and a seamless floorplan. All bedrooms

  Katherine Fassman Higgins Group Real Estate

  1510 Congress St, Fairfield, CT 06825
• 

  Est $1,970,094 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,049 Sq Ft

  457 Merwins Ln, Fairfield, CT 06824

  457 Merwins Ln, Fairfield, CT 06824
• 

  

  /5

  $1,300,000

  • Land
  • 2.65 Acres
  • $490,566 per Acre

  22 Brett Rd, Fairfield, CT 06824

  An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Commission for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill, directly across Congress Street from one of

  Andrew Whiteley Brown Harris Stevens

  22 Brett Rd, Fairfield, CT 06824
• 

  $1,705,000 Sold Aug 05, 2025

  • 4,176 Sq Ft
  • $408/SF
  • 38 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1971

  147 Trillium Rd, Fairfield, CT 06824

  HIGHEST AND BEST BY MONDAY FEBRUARY 24th AT 5PM. This one checks all the boxes. 4-bedroom Colonial situated at the end of a cul-de-sac with a heated in ground pool and a large patio with outdoor kitchen and firepit. The large center hallway leads to a living room with fireplace, extra-large entertaining dining room which is open to chef's kitchen with 48" Wolf gas range with double oven, wet bar

  Robert Richter Coldwell Banker Realty

  147 Trillium Rd, Fairfield, CT 06824
• 

  Est $1,729,931 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,654 Sq Ft

  133 Queens Grant Ln, Fairfield, CT 06824

  133 Queens Grant Ln, Fairfield, CT 06824
• 

  

  /40

  $4,250,000

  • 6 Beds
  • 8.5 Baths
  • 6,897 Sq Ft

  1084 Sturges Hwy, Westport, CT 06880

  Luxury Living on the Fairfield/Westport Border Set in the heart of Greenfield Hill, this exceptional 6-bedroom, 8-bath estate offers a rare combination of privacy, elegance, and resort-style amenities-just minutes from the Post Road and 50 miles from NYC. Thoughtfully positioned on the Fairfield/Westport line, the residence features expansive, sun-filled interiors ideal for everyday living and

  Andrew Whiteley Brown Harris Stevens

  1084 Sturges Hwy, Westport, CT 06880
• 

  $1,650,000 Sold Aug 04, 2025

  • 2,970 Sq Ft
  • $556/SF
  • 74 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1982

  110 Wellington Dr, Fairfield, CT 06824

  Please submit highest and best by 1pm Monday 5/19/25. Located on a storybook cul-de-sac in Greenfield Hill only 10 minutes from both downtown Fairfield + Westport, this beautifully updated 4-bedroom Colonial offers more than a home-it's a lifestyle. Here, kids ride bikes until sunset, neighbors gather and lemonade stands pop up in the summer sun. Set on two peaceful acres this light-filled home

  Cindy Raney Coldwell Banker Realty

  110 Wellington Dr, Fairfield, CT 06824
• 

  Est $1,941,356 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,392 Sq Ft

  111 Queens Grant Ln, Fairfield, CT 06824

  111 Queens Grant Ln, Fairfield, CT 06824
• 

  

  /20

  $1,395,000

  • 4 Beds
  • 5.5 Baths
  • 4,906 Sq Ft

  3853 Congress St, Fairfield, CT 06824

  Sprawling ten room ranch style residence offering 3 acres on a prime estate street in Greenfield Hill. This stately home is discreetly positioned behind a brick wall and approached by a sweeping circular drive creating a grand sense of arrival. Inside this impressive home discover a striking Indoor Pool housed in its own sun lit pavilion. This dramatic recreation space adjoins the Kitchen and

  Paul Triantafel William Pitt Sotheby's Int'l

  3853 Congress St, Fairfield, CT 06824
• 

  $2,060,000 Sold Jul 30, 2025

  • 5,081 Sq Ft
  • $405/SF
  • 11 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1958

  180 Merwins Ln, Fairfield, CT 06824

  180 Merwins Lane combines timeless New England charm with modern comfort on 2 private acres in the heart of lower Greenfield Hill. Framed by mature landscaping & a classic fieldstone wall, this 4-bedroom, 3 full & 2 half bath Colonial is ideally sited on the corner of a quiet a cul-de-sac. Inside, formal living & dining rooms, an eat-in kitchen, & a vaulted family room with paneled ceilings &

  Shoshana Snyder William Raveis Real Estate

  180 Merwins Ln, Fairfield, CT 06824
• 

  Est $2,858,640 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,804 Sq Ft

  242 Jessica Ln, Southport, CT 06890

  242 Jessica Ln, Southport, CT 06890
• 

  

  /40

  $1,799,999

  • 6 Beds
  • 3.5 Baths
  • 4,318 Sq Ft

  312 Towne House Rd, Fairfield, CT 06824

  A gracious front porch welcomes you to this sophisticated colonial where comfort and luxury abound. The entry hall with striking floor to ceiling picture frame molding, setting the tone for the refined details found throughout the home. The family room greets you with many carefully curated features including book shelves framing the entry, coffered ceiling, gas fireplace flanked by built in

  Paulette Cuozzo William Raveis Real Estate

  312 Towne House Rd, Fairfield, CT 06824
• 

  $1,425,000 Sold Jul 30, 2025

  • 2,952 Sq Ft
  • $483/SF
  • 35 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  820 Silver Spring Rd, Fairfield, CT 06824

  Highest & Best by Tues 5/20 5pm... Tucked away at the end of one of Greenfield Hill's most beautiful cul-de-sacs is this timeless 4-bedroom colonial with its picture-perfect back yard and gardens. Step into this tastefully updated center hall colonial and be wowed by gleaming hardwood floors, tons of natural light, and a very practical layout. The front to back living room features a gas

  Gayle Worthington William Raveis Real Estate

  820 Silver Spring Rd, Fairfield, CT 06824
• 

  Est $2,999,032 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 5,081 Sq Ft

  239 Jessica Ln, Southport, CT 06890

  239 Jessica Ln, Southport, CT 06890
• 

  

  /40

  $15,000,000

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

  4800 Congress St, Fairfield, CT 06824

  Surrounded by stone walls, this storied, spectacular and private 38.91-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a one of a kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths, all with views over the

  Leslie Razook William Pitt Sotheby's Int'l

  4800 Congress St, Fairfield, CT 06824
• 

  $1,210,000 Sold Jul 28, 2025

  • 2,409 Sq Ft
  • $502/SF
  • 25 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1956

  1111 Merwins Ln, Fairfield, CT 06824

  The Angel Number 1111 is often seen as a "sign of new beginnings"! 1111 Merwins Lane endorses the notion you are on the right path! Located in a desirable Lower Greenfield Hill neighborhood, this tastefully appointed 7RM, 3BR, 2/1BTH center hall Colonial represents the Best of all Worlds!" HDWD floors accent a Formal DR & spacious sun-filled LR w/fplc & access to lg screened porch. A quiet DEN

  Carol McCullough Berkshire Hathaway NE Prop.

  1111 Merwins Ln, Fairfield, CT 06824
• 

  Est $1,794,473 Not Listed For Sale

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

  600 Merwins Ln, Fairfield, CT 06824

  600 Merwins Ln, Fairfield, CT 06824
• 

  

  /6

  $1,995,000

  • Land
  • 7 Acres
  • $285,000 per Acre

  1375 Westport Turnpike, Fairfield, CT 06824

  27+ acres of serene land along the Aspetuck River spreading between Fairfield and Weston. (7 acres in Fairfield). A rare opportunity to build your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold

  Kim Tromba Keller Williams Realty

  1375 Westport Turnpike, Fairfield, CT 06824
• 

  $4,250,000 Sold Jul 24, 2025

  • 8,004 Sq Ft
  • $531/SF
  • 41 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1840

  3113 Bronson Rd, Fairfield, CT 06824

  Nestled in the heart of historic Greenfield Hill, just steps from the iconic town green, this timeless 1840 Colonial has been meticulously restored and thoughtfully expanded to meet the needs of today's discerning buyer. With a provenance that includes architectural contributions by Cameron Clark (1930s) and Jim Thompson (2004), this home is a blend of historic integrity and modern elegance. Set

  Andrew Whiteley Brown Harris Stevens

  3113 Bronson Rd, Fairfield, CT 06824
• 

  Est $3,004,823 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,690 Sq Ft

  703 Verna Hill Rd, Fairfield, CT 06824

  703 Verna Hill Rd, Fairfield, CT 06824
• 

  

  /18

  $9,995,000 New Construction

  • 7 Beds
  • 10 Baths
  • 10,800 Sq Ft

  688 Hulls Farm Rd, Southport, CT 06890

  This is the iconic property everyone is talking about! Introducing an extraordinary new custom residence set in the beloved estate area of Upper Southport near private equestrian facilities and public trails, beaches, restaurants, train, and shopping. Masterfully designed and customized to YOUR every whim with exquisite main house, separate party barn and/or guest house, pool with spa, tennis

  Jaclyn Picarillo Higgins Group Bedford Square

  688 Hulls Farm Rd, Southport, CT 06890
• 

  $1,049,000 Sold Jul 22, 2025

  • 2,908 Sq Ft
  • $361/SF
  • 75 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1976

  95 Brighton View Rd, Fairfield, CT 06824

  AMAZING PRICE REDUCTION, BEST VALUE IN GREENFIELD HILL. Ideally located on a sought after cul-de sac with perennial gardens surrounding this stunning property & offering fresh blooms & lush greenery in every season. Perched just high enough to catch both sunrise & sunset, this home is flooded w/ natural light from dawn to dusk-thanks to vaulted ceilings, an open floor plan & expansive windows

  Jackie Davis William Raveis Real Estate

  95 Brighton View Rd, Fairfield, CT 06824
• 

  Est $2,962,397 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 5,749 Sq Ft

  799 Verna Hill Rd, Fairfield, CT 06824

  799 Verna Hill Rd, Fairfield, CT 06824
• 

  

  /30

  $799,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,576 Sq Ft

  1711 Redding Rd, Fairfield, CT 06824

  Greenfield Hill Colonial Home on 2-Acre Lot - Great Potential This sweet colonial home has wonderful curb appeal. Situated on a spacious 2-acre lot and just waiting for the perfect buyer to polish this pearl. With a classic floor plan and options for expansion. The first floor includes a living room, dining room, den/office, and a kitchen, along with a full bath. Upstairs, there are four bedrooms

  Karen Waldvogel William Raveis Real Estate

  1711 Redding Rd, Fairfield, CT 06824
• 

  $998,000 Sold Jul 21, 2025

  • 4,406 Sq Ft
  • $227/SF
  • 55 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1972

  85 Whiting Pond Rd, Fairfield, CT 06824

  Welcome to your private retreat in the heart of Greenfield Hill. Set on two lush, landscaped acres at the end of a peaceful cul-de-sac, this classic 4-bedroom Colonial boasts the charm, space, and setting that are becoming increasingly rare. Framed by stone walls and blooming gardens, it offers privacy and natural beauty in every direction. The backyard is made for living-sprawl out on the

  Laura Kottler Compass Connecticut, LLC

  85 Whiting Pond Rd, Fairfield, CT 06824

Showing Results 41 - 80, Page 2 of 18