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Recently Sold Greenfield Hill Homes

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  • 3663 Congress St, Fairfield, CT 06824

    $1,700,000 Sold Aug 29, 2025

    • 4,047 Sq Ft
    • $420/SF
    • 48 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1950

    3663 Congress St, Fairfield, CT 06824

    BACK ON MARKET//HOUSE INSPECTED + APPRAISED WELL ABOVE ASK - BUYERS COULD NOT PERFORM. 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: 4 ensuite bedrooms, soaring ceilings, and a wide-open floor plan that flows effortlessly-perfect for how we live, work, and gather

    Cindy Raney Coldwell Banker Realty

    3663 Congress St, Fairfield, CT 06824
  • 150 Aran Hill Rd, Fairfield, CT 06824

    $2,100,000 Sold Aug 29, 2025

    • 5,532 Sq Ft
    • $380/SF
    • 42 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1968

    150 Aran Hill Rd, Fairfield, CT 06824

    Picturesque and full of character, this classic colonial is set on 2 flat, private acres on an idyllic Greenfield Hill side street. With 5,500 sq ft of thoughtfully designed living space, this 4-bedroom, 3 full and 2 half-bath home offers both warmth and functionality. A gracious foyer opens to a formal living room with wood-burning fireplace and an elegant dining room, perfect for entertaining.

    Erica Acheychek Compass Connecticut, LLC

    150 Aran Hill Rd, Fairfield, CT 06824
  • 1180 Merwins Ln, Fairfield, CT 06824

    $1,325,000 Sold Aug 28, 2025

    • 3,203 Sq Ft
    • $414/SF
    • 8 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1954

    1180 Merwins Ln, Fairfield, CT 06824

    Elegant English Country Home set on 2 stunning acres in a prime Lower Greenfield Hill neighborhood. This custom-designed brick and stone residence features remarkable architectural elements, including a fairy tale entrance, custom millwork, built-ins, two fireplaces, and a breathtaking handcrafted staircase. The adaptable floor plan caters to today's modern lifestyles and offers many options.

    Courtney McManus The Agency

    1180 Merwins Ln, Fairfield, CT 06824
  • 39 Campbell Rd, Fairfield, CT 06824

    $1,600,000 Sold Aug 27, 2025

    • 4,033 Sq Ft
    • $397/SF
    • 17 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1927

    39 Campbell Rd, Fairfield, CT 06824

    Located in one of Greenfield Hill's premier locations on a private cul-de-sac, this 1920's 10RM,5BR,3/1BTH COL combines Classic architecture with Spacious Living! Hdwd Floors accent FOYER opening to LR w/fplc & DR w/Blt-ins. Lg KIT w/granite c-tops & French drs lead to FAMRM w/vlt Ceiling, fplc & sliders to 4-Season SUNROOM overlooking spectacular prvt yard, stone Patio & Pool. A quiet DEN

    Carol McCullough Berkshire Hathaway NE Prop.

    39 Campbell Rd, Fairfield, CT 06824
  • 47 Trillium Cir, Fairfield, CT 06824

    $1,200,000 Sold Aug 27, 2025

    • 3,266 Sq Ft
    • $367/SF
    • 12 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1970

    47 Trillium Cir, Fairfield, CT 06824

    Welcome home to 47 Trillium Circle, a spacious 4-5 bedroom premiere lower Fairfield Hill neighborhood retreat nestled at the end of a quiet double cul-de-sac on over an acre of private, landscaped grounds. Hardwood floors flow through the main level, with additional hardwood under upstairs carpeting-ready for your personal touch. The sunlit living and dining rooms open seamlessly for easy

    Kimberly Levinson Higgins Group Real Estate

    47 Trillium Cir, Fairfield, CT 06824
  • 175 Wellington Dr, Fairfield, CT 06824

    $1,500,000 Sold Aug 26, 2025

    • 4,062 Sq Ft
    • $369/SF
    • 19 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1984

    175 Wellington Dr, Fairfield, CT 06824

    Welcome to 175 Wellington Drive where an active lifestyle awaits! Nestled in a sought-after Greenfield Hill cul-de-sac, this sprawling 2.67-acre property invites you to enjoy the great outdoors & a wonderful community. Imagine yourself thriving in an award-winning school district, exploring nearby nature trails, & creating lifelong memories. Step through the gracious front porch into this vibrant

    Lis Reed Berkshire Hathaway NE Prop.

    175 Wellington Dr, Fairfield, CT 06824
  • 125 Silver Spring Rd, Fairfield, CT 06824

    $1,390,000 Sold Aug 22, 2025

    • 2,915 Sq Ft
    • $477/SF
    • 18 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    125 Silver Spring Rd, Fairfield, CT 06824

    WONDERFUL GREENFIELD HILL COLONIAL - Situated in a lovely Greenfield Hill setting, on a beautiful, sprawling 2.13 acre property, this wonderful and very spacious 2,915 square foot, four Bedroom, two and one half bath Colonial enjoys a fantastic location, only minutes from all Southport, Westport and Fairfield amenities - shopping, dining and train service to and from New York City. Features

    Victoria Fingelly Higgins Group Real Estate

    125 Silver Spring Rd, Fairfield, CT 06824
  • 41 Cherry Ln, Fairfield, CT 06824

    $2,945,000 Sold Aug 22, 2025

    • 5,454 Sq Ft
    • $540/SF
    • 28 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1958

    41 Cherry Ln, Fairfield, CT 06824

    EXQUISITE COUNTRY COLONIAL - Located on one of the most desirable streets in all of Fairfield County, this absolutely exquisite, breathtakingly beautiful 4760 square foot (additional 700 square feet in the finished Lower Level), 4 Bedroom, three and one-half Bath Colonial features superb, custom millwork, classical architecture and proportions, designer finishes and elements, a stunning Terrace

    Victoria Fingelly Higgins Group Real Estate

    41 Cherry Ln, Fairfield, CT 06824
  • 26 Hamilton Ct Unit 26, Fairfield, CT 06824

    $1,150,000 Sold Aug 22, 2025

    • 3,937 Sq Ft
    • $292/SF
    • 46 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1997

    26 Hamilton Ct Unit 26, Fairfield, CT 06824

    Greenfield Hunt is a unique community of 100 single family homes set on 56 lush acres surrounded by nature and anchored by a sparkling swimming pool. This beautifully maintained & perfectly laid out house on a quiet cul de sac, features a welcoming foyer, large Eat In Kitchen w/center island, granite counters, Brazilian hardwood flooring, lots of cabinetry w/custom storage and an eating area

    Rita Tanis Berkshire Hathaway NE Prop.

    26 Hamilton Ct Unit 26, Fairfield, CT 06824
  • 215 Paddock Hill Ln, Fairfield, CT 06824

    $1,875,000 Sold Aug 22, 2025

    • 5,737 Sq Ft
    • $327/SF
    • 161 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1993

    215 Paddock Hill Ln, Fairfield, CT 06824

    Paddock Hill Manor is a stunning French Colonial home on 2.03 lush-green acres in the area's pre-eminent gated community, The Ridge. Majestically located on a quiet cul-de-sac steps from Patterson Country Club Golf C. The home blends grandeur and sophistication for entertaining and daily living. Natural light floods the newly painted interiors and refinished hardwood flrs. The grand two-story

    Sholeh Janati Weinbaum Higgins Group Bedford Square

    215 Paddock Hill Ln, Fairfield, CT 06824
  • 2787 Redding Rd, Fairfield, CT 06824

    $2,000,000 Sold Aug 18, 2025

    • 4,060 Sq Ft
    • $493/SF
    • 55 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1989

    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
  • 355 Surrey Ln, Fairfield, CT 06824

    $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
  • 33 Alexandria Ct, 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
  • 142 Trillium Rd, 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
  • 110 Florence 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
  • 30 Wellington 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
  • 1510 Congress St, Fairfield, CT 06825

    $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
  • 147 Trillium 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
  • 110 Wellington Dr, Fairfield, CT 06824

    $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
  • 180 Merwins Ln, 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
  • 820 Silver Spring 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
  • 1111 Merwins Ln, 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
  • 3113 Bronson Rd, 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
  • 95 Brighton View Rd, Fairfield, CT 06824

    $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
  • 85 Whiting Pond 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
  • 362 Joan Dr, Fairfield, CT 06824

    $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
  • 181 Lakewood Dr, Fairfield, CT 06824

    $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
  • 203 Wildflower Ln, Fairfield, CT 06824

    $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
  • 478 Hollydale Rd, Fairfield, CT 06824

    $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
  • 1700 Hillside Rd, Fairfield, CT 06824

    $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
  • 4665 Black Rock Turnpike, Fairfield, CT 06824

    $1,025,000 Sold Jun 30, 2025

    • 3,494 Sq Ft
    • $293/SF
    • 23 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1987

    4665 Black Rock Turnpike, Fairfield, CT 06824

    Welcome to 4665 Black Rock Turnpike. A beautifully designed and well-maintained 4-bedroom, 3.5-bathroom Colonial home offering nearly 3,500 square feet of elegant living space in one of Fairfield's most convenient locations. Privately set back from the roadway, this home is surrounded by natural beauty, with a stream running through the property and beautifully landscaped grounds providing a

    Michael Mastronardi Keller Williams Realty

    4665 Black Rock Turnpike, Fairfield, CT 06824
  • 499 Hollydale Rd, Fairfield, CT 06824

    $1,600,000 Sold Jun 30, 2025

    • 3,504 Sq Ft
    • $457/SF
    • 13 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1973

    499 Hollydale Rd, Fairfield, CT 06824

    Welcome to a lifestyle of comfort & elegance in this meticulously maintained home, set back off the road on a lush acre lot in the sought-after Rock Ridge and Lake Hills community.Step inside to the fabulous open floor plan designed for effortless living and inspired entertaining.The family room is a showstopper, with vaulted ceiling and gas fp w shiplap surround, perfect for gatherings all year.

    Tracie Rigione William Raveis Real Estate

    499 Hollydale Rd, Fairfield, CT 06824
  • 3010 Redding Rd, Fairfield, CT 06824

    $2,402,000 Sold Jun 30, 2025

    • 7,000 Sq Ft
    • $343/SF
    • 25 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1980

    3010 Redding Rd, Fairfield, CT 06824

    Perched at the end of a private, tree-lined drive, this grand 5/6 bedroom, 5 full and 1 half bathroom, Georgian-style home seamlessly blends form and function. Designed to highlight the property's exquisite natural beauty, each room looks out onto lush, professionally landscaped lawns, gardens, & mature trees. Sunrises and sunsets are stunning. In every room, out every window are the most

    Terry Keegan Fairfield County Real Estate

    3010 Redding Rd, Fairfield, CT 06824
  • 503 Mountain Laurel Rd, Fairfield, CT 06824

    $1,400,000 Sold Jun 20, 2025

    • 2,808 Sq Ft
    • $499/SF
    • 9 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1969

    503 Mountain Laurel Rd, Fairfield, CT 06824

    Quintessential Connecticut colonial perched upon a gentle hill overlooking a babbling brook and abutting protected open space in premiere lower Greenfield Hill location is drawing the neighborhood's attention. This home has been loved for more than fifty years by the same family and now leveled up with a complete renovation with every surface touched by award winning builder. High design for the

    Susan Vanech Compass Connecticut, LLC

    503 Mountain Laurel Rd, Fairfield, CT 06824
  • 180 Catamount Rd, Fairfield, CT 06824

    $568,000 Sold Jun 18, 2025

    • Land
    • 2.07 Acres
    • $274,396 per Acre
    • 67 Days On Market

    180 Catamount Rd, Fairfield, CT 06824

    Approvals in place for a 2+ acre shovel ready lot on a designated scenic road in prestigious Greenfield Hill. 193 feet of frontage plus city water available in the street. This is an excellent opportunity to build your dream home on beautiful cleared and leveled Greenfield Hill lot surrounded by nature, charming New England stone walls and specimen trees. All necessary inland wetland,

    Tom Vozzella Berkshire Hathaway NE Prop.

    180 Catamount Rd, Fairfield, CT 06824
  • 43 Hickory Ln, Fairfield, CT 06824

    $2,500,000 Sold Jun 17, 2025

    • 4,396 Sq Ft
    • $569/SF
    • 19 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1941

    43 Hickory Ln, Fairfield, CT 06824

    Timeless Charm Meets Modern Living in Prestigious Greenfield Hill. Thoughtfully designed for both luxurious living and everyday comfort, this residence offers serenity, privacy, gardens and stunning natural beauty at every turn. Nestled on a beautifully landscaped 3-acre property in the heart of Fairfield's coveted Greenfield Hill, this 1941 Classic Colonial offers the perfect blend of

    Lynn Dolan William Pitt Sotheby's Int'l

    43 Hickory Ln, Fairfield, CT 06824
  • 4680 Black Rock Turnpike, Fairfield, CT 06824

    $1,049,000 Sold Jun 16, 2025

    • 3,518 Sq Ft
    • $298/SF
    • 50 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1978

    4680 Black Rock Turnpike, Fairfield, CT 06824

    Welcome to 4680 Black Rock Tpk.This expansive 3,600 sq. ft. colonial is set back from the road, with large picture windows that fill the home with natural light and frame the beauty of every season. Ideally located near the Merritt Parkway and shopping, it offers both convenience and privacy in a sought-after area with top-rated schools. The inviting foyer opens to an airy main level, where the

    Stacy Varvaro Coldwell Banker Realty

    4680 Black Rock Turnpike, Fairfield, CT 06824
  • 2101 Burr St, Fairfield, CT 06824

    $1,810,000 Sold Jun 11, 2025

    • 3,673 Sq Ft
    • $493/SF
    • 25 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1962

    2101 Burr St, Fairfield, CT 06824

    We have multiple offers and are asking for all offers by 5:00 Sunday March 30th. Welcome to your dream home in Greenfield Hill! This exquisitely renovated Colonial is much more than meets the eye. Thoughtfully enlarged & transformed, blending timeless elegance with modern comfort. A traditional & balanced floor plan includes a sun drenched Living Room with fireplace, a sophisticated Dining Room

    Lis Reed Berkshire Hathaway NE Prop.

    2101 Burr St, Fairfield, CT 06824
  • 351 Hillside Rd, Fairfield, CT 06824

    $1,475,000 Sold Jun 04, 2025

    • 2,844 Sq Ft
    • $519/SF
    • 31 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1904

    351 Hillside Rd, Fairfield, CT 06824

    351 Hillside Rd is located in Lower Greenfield Hill, on one of the most scenic & desirable roads in Fairfield CT! This darling 2 acre Farmhouse boasts Great Room leading to Sunroom, Home Office, Primary Suite, 3 add'l Bedrooms, partially finished Walk out Lower Level including Full Bath & Sauna plus Patio-Terrace. Irresistible 2 Story PARTY BARN features Kitchen, Full Bath, Common Space & Loft

    Mary Jo McAvey William Raveis Real Estate

    351 Hillside Rd, Fairfield, CT 06824
  • 2031 Redding Rd, Fairfield, CT 06824

    $2,270,000 Sold May 29, 2025

    • 5,291 Sq Ft
    • $429/SF
    • 102 Days On Market
    • 7 Beds
    • 6 Baths
    • Built 1810

    2031 Redding Rd, Fairfield, CT 06824

    Wonderful lifestyle opportunity to own a curated estate property nestled on over two picturesque acres in scenic Greenfield Hill. This beautifully restored antique home boasts spacious rooms with original, meticulously restored wide plank wood floors. A standout feature is the spectacular room with brick flooring and an oversized fireplace, leading to a working climatized greenhouse. The property

    Katie O'Grady Compass Connecticut, LLC

    2031 Redding Rd, Fairfield, CT 06824

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What is the average time to sell a house in Greenfield Hill, CT?
The houses for sale in Greenfield Hill, CT spend an average of 47 days on the market.
What is the number of active homes for sale in Greenfield Hill, CT?
There are 18 active homes for sale in Greenfield Hill, CT.

Home Trends in Greenfield Hill, CT

Housing Trends

Median Sale Price
$1,600,000
Median Single Family Sale Price
$1,700,000
Average Price Per Sq Ft
$492
Number of Homes for Sale
18
Last 12 months Home Sales
77
Months of Supply
2.80
Median List Price
$1,600,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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