Fairfield, CT Homes

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  /40

  $3,750,000

  • 6 Beds
  • 7.5 Baths
  • 14,110 Sq Ft

  21 Queens Grant Dr, Fairfield, CT 06824

  Welcome to one of Greenfield Hill's most distinguished residences-an extraordinary 9,700+ sq. ft. Colonial estate nestled on 2 pristine acres in one of Fairfield's most prestigious enclaves. This 5-6 bedroom architectural masterpiece combines timeless elegance with modern luxury, offering an unparalleled lifestyle just moments from town. From first look, the home's unrivaled curb appeal

  Michael Debiase Keller Williams Realty

  21 Queens Grant Dr, Fairfield, CT 06824
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  Explore Greenfield Hill

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  /7

  $13,500 per month

  • 5 Beds
  • 5 Baths
  • 4,500 Sq Ft
  • House for Rent

  120 Merwins Ln, Fairfield, CT 06824

  Property Id: 2005448Updated, Fully Furnished Center Hall Colonial Home in Desirable Greenfield Hill. Enjoy this Well Appointed 4,450 sf, 10 room Colonial set on 3 acres.Close to Trains, Beaches, Upscale Shopping, Acclaimed Restaurants Parks, Culture and Universities.This lovely home offers 5 Bedrooms, 4.5 Baths,Living Room with FireplaceLarge Eat In

  120 Merwins Ln, Fairfield, CT 06824
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  $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
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  Est $2,783,840 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  2015 Redding Rd, Fairfield, CT 06824

  2015 Redding Rd, Fairfield, CT 06824
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  /40

  $1,950,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 7 Baths
  • 6,127 Sq Ft

  124 Princess Pine Ln, Fairfield, CT 06824

  Set on 2.98 private acres at the end of a cul-de-sac in coveted Greenfield Hill, this elegant 4627+ SF Colonial offers the perfect blend of luxury, space, and functionality. From the grand 2-story foyer to the exquisite crown moldings, every detail exudes timeless sophistication. Designed for entertaining, the home features a gracious flow with expansive living and gathering spaces, a gourmet

  Elizabeth Tritschler William Raveis Real Estate

  124 Princess Pine Ln, Fairfield, CT 06824
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  /35

  $12,000 per month

  • 5 Beds
  • 4.5 Baths
  • 4,797 Sq Ft
  • House for Rent

  220 Burr St, Fairfield, CT 06824

  Summer, winter, short term or annual rental available. Enjoy this expanded & renovated modern farmhouse, newly painted and elegantly decorated with a sunny open floor plan. Newly white washed oak floors on each level makes the house very bright. A spacious and fully equipped kitchen offers top of the line appliances, a big center island, loads of cabinetry and eat-in kitchen option. Soaring

  Hedyeh Renstrup William Pitt Sotheby's Int'l

  220 Burr St, Fairfield, CT 06824
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  $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
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  Est $2,522,612 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 6,225 Sq Ft

  100 Burrwood Common, Fairfield, CT 06824

  100 Burrwood Common, Fairfield, CT 06824
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  /40

  $2,650,000

  • 5 Beds
  • 4.5 Baths
  • 3,703 Sq Ft

  2821 Congress St, Fairfield, CT 06824

  Located in the heart of Greenfield Hill, "Upper Meadow Farm" is a rare blend of timeless character and modern comfort. Originally dating back to 1835, this storied property at 2821 Congress Street has been thoughtfully expanded and updated over the years, most recently in 2019 by the current owners. The result is a warm, welcoming home where historic details meet a fresh, refined palette. A

  Andrew Whiteley Brown Harris Stevens

  2821 Congress St, Fairfield, CT 06824
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  /40

  $39,000 per month

  • 7 Beds
  • 10 Baths
  • 9,129 Sq Ft
  • House for Rent

  4900 Congress St, Fairfield, CT 06824

  Surrounded by stone walls, this one-of-a-kind, spectacular and private 36-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a breathtaking Fairfield County estate like no other. The storied 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,

  Leslie Razook William Pitt Sotheby's Int'l

  4900 Congress St, Fairfield, CT 06824
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  $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
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  Est $1,595,446 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,890 Sq Ft

  2606 Congress St, Fairfield, CT 06824

  2606 Congress St, Fairfield, CT 06824
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  /39

  $1,800,000

  • 5 Beds
  • 6 Baths
  • 5,136 Sq Ft

  101 Brambley Hedge Cir, Fairfield, CT 06824

  Move-in ready and freshly updated, this expansive 5,000+ sq ft Colonial is located in the prestigious Ridge of Greenfield Hill-a 24-hour guard-gated community situated on the border of Fairfield and Westport. The Ridge offers a resort-style lifestyle with amenities including a heated pool, lighted tennis courts, pickle ball, playground, and a private recreation center-all set among 96 luxury

  Akenmisire Musa The Agency

  101 Brambley Hedge Cir, Fairfield, CT 06824
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  /40

  $17,000 per month

  • 5 Beds
  • 11 Baths
  • 8,361 Sq Ft
  • House for Rent

  345 Governors Ln, Fairfield, CT 06824

  You'll never want to leave 'Splendido Manor,' an iconic estate perfect for a sophisticated and active lifestyle. This sprawling 4-acre compound in the heart of Greenfield Hill has all the amenities of an idyllic retreat. It has something for everybody with five bedrooms, a separate one-bedroom guest cottage, a lighted Sports/Tennis Court, a 1900 SF Indoor/Outdoor Pool Pavilion, a Steam Room, a

  Laura Kottler Compass Connecticut, LLC

  345 Governors Ln, Fairfield, CT 06824
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  $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
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  Est $1,013,746 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,624 Sq Ft

  260 Gilbert Hwy, Fairfield, CT 06824

  260 Gilbert Hwy, Fairfield, CT 06824
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  /40

  $1,900,000

  • 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
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  /24

  $8,500 per month

  • 4 Beds
  • 4 Baths
  • 3,799 Sq Ft
  • House for Rent

  161 Foggwood Rd, Fairfield, CT 06824

  Country quiet estate in upper Greenfield Hill close to Westport and Greenfield Hill Center. Well maintained Classic Center Hall Colonial. Adaptable floor plan with two gas burning fireplaces. Updated eat-in-kitchen with long island and breakfast bar. Newer stainless-steel appliances and Quartz countertops. Generous primary suite with nicely finished walk-in closet and updated spa bath. All three

  Carrie Perkins RE/MAX Heritage

  161 Foggwood Rd, Fairfield, CT 06824
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  $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
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  Est $1,504,133 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,148 Sq Ft

  1 Treasure Rd, Fairfield, CT 06824

  1 Treasure Rd, Fairfield, CT 06824
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  /39

  $2,099,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 5 Baths
  • 6,596 Sq Ft

  92 Hornbeam Rd, Fairfield, CT 06824

  Perfectly sited on a quiet cul-de-sac in the Greenfield Hill neighborhood, this exquisite farmhouse-style home offers over 5,000 sq ft of elegant living space on a spectacular, level property. The classic character and contemporary elegance defines this home offering 5 bedrooms, 5 baths, custom millwork, refined designer details and exceptional outdoor living. Step into a gracious foyer flanked

  Jennifer Lockwood Coldwell Banker Realty

  92 Hornbeam Rd, Fairfield, CT 06824
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  /15

  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 1,322 Sq Ft
  • House for Rent

  34 Division St, Easton, CT 06612

  Furnished Annual Rental on the Fairfield/Easton Border. Charming Caretakers Cottage on larger 8 acre estate property. Feels like living in Vermont but under 2 miles to Merritt Parkway. Equidistant to the town centers of Fairfield, Westport and Southport. Two bedrooms upstairs and 2 full baths (one upstairs and one downstairs). First floor there is a large living room, dining room, study/office

  Andrew Whiteley Brown Harris Stevens

  34 Division St, Easton, CT 06612
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  $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
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  Est $935,000 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,484 Sq Ft

  453 Gilbert Hwy, Fairfield, CT 06824

  453 Gilbert Hwy, Fairfield, CT 06824
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  /29

  $2,100,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 4.5 Baths
  • 4,060 Sq Ft

  2787 Redding Rd, Fairfield, CT 06824

  Nestled in the heart of Greenfield Hill, this beautifully updated residence offers the perfect balance of classic New England charm and modern luxury. Set on two private, professionally landscaped acres with great curb appeal, the 4-bedroom, 4.5 bathroom home boasts spacious interiors, high-end finishes and an effortless indoor-outdoor lifestyle all with one-level living. The gracious living room

  Kathy FitzSimons William Pitt Sotheby's Int'l

  2787 Redding Rd, Fairfield, CT 06824
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  /37

  $15,000 per month

  • 4 Beds
  • 5 Baths
  • 3,921 Sq Ft
  • House for Rent

  2177 Cross Hwy, Fairfield, CT 06824

  15K/month for term lease. Unique rental - beautifully renovated contemporary classic, long private driveway lighted with scenic pond as you enter. 2 new decks, one off kitchen over looking vista, the other overlooking pool with 4' wide stairs to upstairs bedrooms. majestic front entrance with new stone steps and landing, open to vast living area with soaring ceilings and magnificent floor to

  Derek Greene Derek Greene

  2177 Cross Hwy, Fairfield, CT 06824
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  $1,575,000 Sold Jul 18, 2025

  • 3,226 Sq Ft
  • $488/SF
  • 11 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1961

  362 Joan Dr, Fairfield, CT 06824

  **H&B offer submission deadline please by Mon 6/23 5PM** Stunning 4BR Colonial with thoughtful open floor plan, sited in the highly desirable neighborhood of lower Greenfield Hill. This exquisite home has been beautifully renovated from top to bottom with high-end finishes - Designer lighting, custom cabinetry, shiplap, and grasscloth wall coverings, to name just a few. The sprawling, fully

  Carol Langeland William Pitt Sotheby's Int'l

  362 Joan Dr, Fairfield, CT 06824
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  Est $1,675,175 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 5,122 Sq Ft

  748 Gilbert Hwy, Fairfield, CT 06824

  748 Gilbert Hwy, Fairfield, CT 06824
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  /40

  $2,099,000

  • 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
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  $1,400,000 Sold Jul 16, 2025

  • 4,138 Sq Ft
  • $338/SF
  • 12 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1993

  181 Lakewood Dr, Fairfield, CT 06824

  HIGHEST & BEST BY 5/14 @ NOON. Nestled at the end of a quiet cul-de-sac, this enchanting residence offers the perfect blend of privacy, elegance, and everyday comfort-complete with a private path leading to a serene pond retreat. From the inviting front porch swing to the spacious rear deck and sun-drenched sunroom, this home is designed for both peaceful living and effortless entertaining. Step

  Denise Walsh William Raveis Real Estate

  181 Lakewood Dr, Fairfield, CT 06824
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  Est $1,963,083 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 5,206 Sq Ft

  200 Fence Row Dr, Fairfield, CT 06824

  200 Fence Row Dr, Fairfield, CT 06824
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  /40

  $2,799,000

  • 5 Beds
  • 6.5 Baths
  • 7,269 Sq Ft

  342 Midlock Rd, Fairfield, CT 06824

  Welcome to Summer Tree Gardens, an extraordinary stately home nestled on over 2 acres of meticulously maintained grounds in the prestigious Greenfield Hill neighborhood of Fairfield, CT. This expansive 7,269 sq. ft. home boasts 5 en-suite bedrooms, 8.5 baths, and an array of luxurious features that blend timeless elegance with modern updates. The home was built by builder Christer Krook. Step

  Ken Osborn Higgins Group Bedford Square

  342 Midlock Rd, Fairfield, CT 06824
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  $925,000 Sold Jul 02, 2025

  • 3,022 Sq Ft
  • $306/SF
  • 97 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1964

  203 Wildflower Ln, Fairfield, CT 06824

  Tucked at the end of a cul-de-sac in Greenfield Hill, this sprawling ranch offers an incredible opportunity to create your dream home. A welcoming front porch leads into a living room with hardwood floors & fireplace. Continue to the heart of the home, the bright and expansive open concept kitchen, dining area & family room under soaring vaulted ceilings. Walls of windows, skylights, and sliders

  Sarah Pritchard William Raveis Real Estate

  203 Wildflower Ln, Fairfield, CT 06824
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  Est $2,448,240 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 7,171 Sq Ft

  475 Fence Row Dr, Fairfield, CT 06824

  475 Fence Row Dr, Fairfield, CT 06824
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  /39

  $1,675,000 Under Contract

  • 4 Beds
  • 4.5 Baths
  • 4,047 Sq Ft

  3663 Congress St, Fairfield, CT 06824

  OFFERS ARE DUE MONDAY 6/30 AT 12PM Every so often, a home comes along that quietly defies expectations. Located in the heart of coveted Greenfield Hill, this single-level sanctuary offers something rarely found in Fairfield: four ensuite bedrooms, soaring ceilings, and a wide-open floor plan that flows effortlessly-perfect for how we live, work, and gather today. Step inside and feel the

  Cindy Raney Coldwell Banker Realty

  3663 Congress St, Fairfield, CT 06824
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  $2,022,000 Sold Jul 01, 2025

  • 4,258 Sq Ft
  • $475/SF
  • 125 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  478 Hollydale Rd, Fairfield, CT 06824

  Home currently under construction will be completed by July. High quality new construction. Custom kitchen cabinets, Sub Zero refrigerator/freezer, Sharp microwave drawer, 48" Wolf gas range, wine chiller, large center island, tile splash, pantry. Large mudroom with bench and cubbies, large family room open to kitchen with 9' ceiling, fireplace, Dining room open to kitchen with 9' ceiling and

  Robert Richter Coldwell Banker Realty

  478 Hollydale Rd, Fairfield, CT 06824
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  Est $2,624,000 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 6,805 Sq Ft

  100 Beagling Hill Cir, Fairfield, CT 06824

  100 Beagling Hill Cir, Fairfield, CT 06824
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  /40

  $1,500,000 Open Sat 1PM - 4PM

  • 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
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  $2,500,000 Sold Jun 30, 2025

  • 5,449 Sq Ft
  • $459/SF
  • 83 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1970

  1700 Hillside Rd, Fairfield, CT 06824

  Welcome to an exceptional estate in Greenfield Hill, where classic allure meets contemporary luxury. This 2-acre sanctuary boasts manicured gardens, a private pool, a charming pool house, and ample parking with a 4-car garage. Inside, high ceilings and natural light accentuate the spacious, elegant rooms. Five cozy fireplaces enrich the ambiance. The formal living room and wood-paneled dining

  Cindy Raney Coldwell Banker Realty

  1700 Hillside Rd, Fairfield, CT 06824
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  Est $2,093,000 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,899 Sq Ft

  1446 Cross Hwy, Fairfield, CT 06824

  1446 Cross Hwy, Fairfield, CT 06824

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