17,991

Fairfield, CT Homes

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  • 145 Lakeside Dr, Ridgefield, CT 06877

    $700,000 Sold Jun 18, 2025

    • 2,186 Sq Ft
    • $320/SF
    • 36 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1998

    145 Lakeside Dr, Ridgefield, CT 06877

    Enjoy full, unobstructed lake views from this beautiful 2-bedroom, 2.5-bath home in Ridgefield's sought-after Rainbow Lake community! With just under 2,000 square feet of light-filled living space, this home is perfect for year-round living or a peaceful weekend escape. The spacious main level welcomes you with an open-concept layout featuring a large renovated kitchen with a massive center

    Brianna Carvalho Compass Connecticut, LLC

    145 Lakeside Dr, Ridgefield, CT 06877
  • 18 Great Meadow Rd, Redding, CT 06896
    18 Great Meadow Rd, Redding, CT 06896
    18 Great Meadow Rd, Redding, CT 06896
    /19

    $694,000

    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft

    18 Great Meadow Rd, Redding, CT 06896

    Back on the market. Buyer could not get mortgage. General inspection, radon, septic all complete and back satisfactory. Newly renovated home situated on 2.5 level acres on a quiet cul-de-sac street approximately 2 miles from the High School. The house has three bedrooms on the main level and a 4th bedroom or office on the "walk-out" lower level and 2 full bathrooms. Total square footage of the

    Jason Saphire www.HomeZu.com

    18 Great Meadow Rd, Redding, CT 06896
  • 3 Apple Ln, Redding, CT 06896

    $730,000 Sold Jun 17, 2025

    • 1,769 Sq Ft
    • $413/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    3 Apple Ln, Redding, CT 06896

    Exceptional Modern Living in a Timeless Country Setting. Set in a neighborhood yet adjacent to one of Redding's scenic winding roads this completely reimagined 3-bedroom, 2-bath residence offers a rare blend of sophisticated style and effortless, turnkey living. Every inch of the home has been masterfully renovated with high-end finishes and superior craftsmanship, creating a home designed for

    Lauren Auresto BHGRE Gaetano Marra Homes

    3 Apple Ln, Redding, CT 06896
  • 15 Tunxis Trail, Redding, CT 06896
    15 Tunxis Trail, Redding, CT 06896
    15 Tunxis Trail, Redding, CT 06896
    /31

    $1,085,000

    • 4 Beds
    • 2.5 Baths
    • 4,081 Sq Ft

    15 Tunxis Trail, Redding, CT 06896

    STATELY ENGLISH STONE TUDOR sited on 2.65 private acres on a cul de sac with lush lawns, stone walls and gardens. The stone pillared entrance leads to the 4000 square ft. home that blends stucco, stone, and timber to form a fairytale aesthetic. The home captivates with its architectural richness and contemporary interior. As featured in the New York Times, the 35-foot high timbered great room is

    Christine Poppy Compass Connecticut, LLC

    15 Tunxis Trail, Redding, CT 06896
  • 15 Packer Brook Rd, Redding, CT 06896

    $791,000 Sold Jun 16, 2025

    • 2,735 Sq Ft
    • $289/SF
    • 31 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1983

    15 Packer Brook Rd, Redding, CT 06896

    This wonderful center hall colonial 4 bedroom home is located on a quiet cul-de-sac includes a salt water inground pool and private two acres plus backyard. There is a 4 season sunporch so you can embrace nature no matter the time of year, large gourmet kitchen, center island, granite counters, open to family room with a wet bar, built in book shelves, fireplace and pellet stove area Separate

    Cynthia Miller Affinity Real Estate, LLC

    15 Packer Brook Rd, Redding, CT 06896
  • 31 Poverty Hollow Rd, Newtown, CT 06470
    31 Poverty Hollow Rd, Newtown, CT 06470
    31 Poverty Hollow Rd, Newtown, CT 06470
    /38

    $1,925,000

    • 6 Beds
    • 5.5 Baths
    • 6,068 Sq Ft

    31 Poverty Hollow Rd, Newtown, CT 06470

    BIG PRICE DROP! A rare opportunity to own a one-of-a-kind private compound nestled in the idyllic countryside of historic Newtown. Set on over 3 acres of exquisitely landscaped grounds, "The Retreat" offers unmatched privacy, luxury, and versatility. This reimagined estate features two beautifully updated residences- A fully renovated 4-bed, 3.5-bath main house and a refined 2-bed (potential for

    Michael Heering Houlihan Lawrence

    31 Poverty Hollow Rd, Newtown, CT 06470
  • 30 Pine Mountain Rd, Redding, CT 06896

    $601,000 Sold Jun 16, 2025

    • 1,597 Sq Ft
    • $376/SF
    • 2 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    30 Pine Mountain Rd, Redding, CT 06896

    Here's your opportunity to reside in beautiful Redding, CT! This charming 3-bedroom, 1.5-bath home is prepared for its next chapter with you. Many updates have been completed, yet there's still room for your personal touch. Enjoy a brand new kitchen featuring granite countertops and an open layout. The main and upper levels boast stunning hardwood floors, and a spacious screened porch with

    Debbie Blum William Raveis Real Estate

    30 Pine Mountain Rd, Redding, CT 06896
  • 16 Black Rock Turnpike, Redding, CT 06896
    16 Black Rock Turnpike, Redding, CT 06896
    16 Black Rock Turnpike, Redding, CT 06896
    /39

    $1,300,000

    • 4 Beds
    • 5 Baths
    • 4,140 Sq Ft

    16 Black Rock Turnpike, Redding, CT 06896

    A long and winding drive leads to this exceptional colonial sited under a grand old oak tree. Upon entering there is an impressive double staircase in foyer with a palladium window and display shelf above door. Perfect for entertaining this open floor plan includes DR, LR w/fpl sunroom with walls of glass, library with fpl and French doors. There is a cook's kitchen, pass thru to large FR. French

    Jodi Langford Coldwell Banker Realty

    16 Black Rock Turnpike, Redding, CT 06896
  • 86 Blackman Rd, Ridgefield, CT 06877

    $1,432,000 Sold Jun 16, 2025

    • 3,359 Sq Ft
    • $426/SF
    • 4 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1968

    86 Blackman Rd, Ridgefield, CT 06877

    This updated and pristine five bedroom Colonial is conveniently situated to the charming Town of Ridgefield with shops, restaurants, parks and schools. Move right in to this meticulously maintained home and enjoy the open concept living spaces including the great room with a soaring tray ceiling and fireplace open to the sun filled kitchen with marble counters, stainless steel appliances, center

    Patti Howard Compass Connecticut, LLC

    86 Blackman Rd, Ridgefield, CT 06877
  • 113 Codfish Hill Rd, Bethel, CT 06801
    113 Codfish Hill Rd, Bethel, CT 06801
    113 Codfish Hill Rd, Bethel, CT 06801
    /33

    $699,900

    • 4 Beds
    • 3 Baths
    • 2,174 Sq Ft

    113 Codfish Hill Rd, Bethel, CT 06801

    If Unique, versatile, and private are what you are looking for in a home and property look no further than 113 Codfish Hill situated on 3 acres of land. The home features four bedrooms and three bathrooms. The property includes a barn and an in-ground pool, providing ample space and amenities for various activities. The four bedrooms offer versatile living arrangements, with the primary bedroom

    Deborah Burke Coldwell Banker Realty

    113 Codfish Hill Rd, Bethel, CT 06801
  • 60 Old Farm Rd, Weston, CT 06883

    $985,000 Sold Jun 13, 2025

    • 3,073 Sq Ft
    • $321/SF
    • 29 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1977

    60 Old Farm Rd, Weston, CT 06883

    You'll fall in love with this Bucolic, 3-acre, park-like flat property with golf course-type grounds the moment you enter! Located on a private Weston cul de sac location this welcoming spectacular 2 storey walls of glass foyer opens into expansive light-filled living spaces. The large main living area boasts a stunning living room with vaulted ceilings, hardwood inlaid floors, skylights, a

    Nadine Chikuni William Raveis Real Estate

    60 Old Farm Rd, Weston, CT 06883
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /40

    $685,000

    • 5 Beds
    • 3 Baths
    • 2,639 Sq Ft

    Unlisted Address

    Great curb appeal in very desirable Central Redding Location- There is a serene front porch waiting for rocking chairs and a large private deck with built-in seating off the Great Rm/Family Rm which features wrap around windows plus a wall of bookshelves with window seat waiting for the collector and/or book lover - Hardwood floors on main level - Step into a delightful bright and light Living

    Sharon Hoverman Coldwell Banker Realty

    Unlisted Address
  • 3 Guardhouse Dr, Redding, CT 06896

    $1,525,000 Sold Jun 12, 2025

    • 3,550 Sq Ft
    • $430/SF
    • 13 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1986

    3 Guardhouse Dr, Redding, CT 06896

    Pristine Classic Colonial on a bucolic level fenced in property in a coveted neighborhood on a cul-de-sac. Located off of Umpawaug in West Redding, this stunning home has 10 rooms inclusive of 5 bedrooms and 3 1/2 baths. Tranquil color palette throughout elevates the modern ambience, timeless elegance and serene atmosphere of this home. The heart of the home has an open floor plan with the

    Heather Lindgren Coldwell Banker Realty

    3 Guardhouse Dr, Redding, CT 06896
  • 12 Woody Place, Ridgefield, CT 06877
    12 Woody Place, Ridgefield, CT 06877
    12 Woody Place, Ridgefield, CT 06877
    /27

    $699,000

    • 3 Beds
    • 1 Bath
    • 1,006 Sq Ft

    12 Woody Place, Ridgefield, CT 06877

    This beautifully maintained 3-bedroom, 1-bath waterfront home is perched just above Rainbow Lake Dam on nearly an acre of peaceful, private land. With 1,006 sq ft of thoughtfully designed living space, it offers the perfect blend of comfort, charm, and nature. The great room features soaring wood cathedral ceilings and a dramatic floor-to-ceiling stone fireplace, creating a warm and inviting

    Laura Brodie Coldwell Banker Realty

    12 Woody Place, Ridgefield, CT 06877
  • 158 Old Redding Rd, Redding, CT 06896

    $1,248,000 Sold Jun 11, 2025

    • 3,200 Sq Ft
    • $390/SF
    • 47 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2025

    158 Old Redding Rd, Redding, CT 06896

    Welcome to this brand-new country cape with modern flair, set for May occupancy in scenic West Redding. Ideally located just minutes from Route 7, Metro North train stations, and steps from Topstone Park, this stunning home offers 4 bedrooms, 3.5 baths, and flexible living spaces to suit a variety of lifestyles. The open-concept kitchen and dining area flow seamlessly into the family room with a

    John Frey Coldwell Banker Realty

    158 Old Redding Rd, Redding, CT 06896
  • 13 Hoyt Rd, Bethel, CT 06801
    13 Hoyt Rd, Bethel, CT 06801
    13 Hoyt Rd, Bethel, CT 06801
    /37

    $500,000

    • 4 Beds
    • 1.5 Baths
    • 2,163 Sq Ft

    13 Hoyt Rd, Bethel, CT 06801

    Welcome to 13 Hoyt Road! A hidden gem in an amazing neighbourhood just hours away from NYC! Tucked away on a peaceful street just minutes from schools and the historic village center, this classic Cape Cod home offers the perfect setting for family life-and an opportunity to build instant equity with a few updates. Solidly built and full of character, this 4-bedroom, 1.5-bath home features a

    Trinity LaFountain RE/MAX One

    13 Hoyt Rd, Bethel, CT 06801
  • 22 Olympic Dr, Danbury, CT 06810

    $530,000 Sold Jun 11, 2025

    • 1,444 Sq Ft
    • $367/SF
    • 237 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1973

    22 Olympic Dr, Danbury, CT 06810

    Updated raised ranch on cul-de-sac - New flooring and just painted - ready to move in - This R R has extremely generous room sizes, extremely well situated with easy access to RT 7 and I84.... 2 fire places, this home offers easy set for possible in-law... large lot .95acre leaves a lot of space for future expansion and/or swimming pool...Sellers are ready, bring on all offers!

    Jorge Sousa Clearview Realty LLC

    22 Olympic Dr, Danbury, CT 06810
  • 229 Umpawaug Rd, Redding, CT 06896
    229 Umpawaug Rd, Redding, CT 06896
    229 Umpawaug Rd, Redding, CT 06896
    /34

    $7,495,000

    • 6 Beds
    • 11 Baths
    • 7,528 Sq Ft

    229 Umpawaug Rd, Redding, CT 06896

    Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and

    Stacy Young William Raveis Real Estate

    229 Umpawaug Rd, Redding, CT 06896
  • 1 Hickok Ave, Bethel, CT 06801

    $523,500 Sold Jun 09, 2025

    • 1,552 Sq Ft
    • $337/SF
    • 34 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1960

    1 Hickok Ave, Bethel, CT 06801

    For those who appreciate the ease of main-level living, this expanded 3 bedroom ranch offers the perfect combination of style, comfort and everyday convenience. Step into a welcoming foyer that flows seamlessly into a dramatic front-to-back great room, where a soaring wood-plank cathedral ceiling, floor-to-ceiling fireplace and double french doors define the rooms character. The double doors open

    Lisa Brown-McDonald The Brokerage of New England

    1 Hickok Ave, Bethel, CT 06801
  • 110 Nursery Rd, Ridgefield, CT 06877
    110 Nursery Rd, Ridgefield, CT 06877
    110 Nursery Rd, Ridgefield, CT 06877
    /40

    $2,195,000

    • 5 Beds
    • 5.5 Baths
    • 5,932 Sq Ft

    110 Nursery Rd, Ridgefield, CT 06877

    This exceptional home truly has it all - sought after Farmingville location in Overlook Groves neighborhood, top of the line comprehensive renovation, & resort setting w/gunite, heated, saltwater pool, stone waterfall spa, expansive stone terrace w/custom fire pit, just minutes to town, yet borders open space preserve for complete rear privacy. Total 5,932sf of impressive living space on 3

    Laura Ancona William Pitt Sotheby's Int'l

    110 Nursery Rd, Ridgefield, CT 06877
  • 27 Cherry Ln, Bethel, CT 06801

    $505,000 Sold Jun 09, 2025

    • 1,400 Sq Ft
    • $361/SF
    • 45 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1951

    27 Cherry Ln, Bethel, CT 06801

    Welcome to this beautifully remodeled 3-bedroom, 2.5-bath home, tucked away on a peaceful cul-de-sac. As you step inside, you'll immediately appreciate the thoughtful updates throughout. The fully renovated Kitchen (2024) offers elegant Quartz countertops, Brazilian slate flooring, a breakfast bar+stainless steel appliances, incl a premium Fisher+Paykel Dishdrawer. The open-concept Living+Dining

    PETER TESTA Kiwi Homes

    27 Cherry Ln, Bethel, CT 06801
  • 0 Black Rock Turnpike, West Redding, CT 06896
    0 Black Rock Turnpike, West Redding, CT 06896
    0 Black Rock Turnpike, West Redding, CT 06896
    /20

    $1,100,000

    • Land
    • 16 Acres
    • $66,788 per Acre

    0 Black Rock Turnpike, West Redding, CT 06896

    Unlock Premier Development Potential in Redding Ridge, Redding, CT! Imagine crafting a stunning 4-5 home luxury subdivision on this expansive 15+ acre parcel of vacant land in prestigious Redding, Connecticut. The property may be subdividable (subject to approvals), offering flexibility and opportunity for a discerning developer to bring custom designs to life. This exceptional land is not

    Christine Ricci Keller Williams NY Realty

    0 Black Rock Turnpike, West Redding, CT 06896
  • 17 Taylor Rd, Bethel, CT 06801

    $551,000 Sold Jun 09, 2025

    • 2,078 Sq Ft
    • $265/SF
    • 22 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1957

    17 Taylor Rd, Bethel, CT 06801

    Fabulously Updated Contemporary Ranch with Gourmet Kitchen and Bonus Room/Studio! Ideally located just minutes from Downtown Bethel and Metro North Train Station, this 3BR/1BA residence embodies classic New England charm with a lush 0.55-acre lot, cheerful exterior color scheme, and a NEW roof (2024). Bursting with an abundance of modern upgrades, the like-new home features vaulted ceilings,

    Kelly Wildman Coldwell Banker Realty

    17 Taylor Rd, Bethel, CT 06801
  • 7 Tunxis Trail, Redding, CT 06896
    7 Tunxis Trail, Redding, CT 06896
    7 Tunxis Trail, Redding, CT 06896
    /35

    $1,045,000

    • 4 Beds
    • 3.5 Baths
    • 4,008 Sq Ft

    7 Tunxis Trail, Redding, CT 06896

    YOUR SERENE COUNTRY ESCAPE AWAITS. Nestled on a quiet cul-de-sac in central Redding, this gracious Colonial offers an open concept floor plan and the perfect balance of comfort and everyday elegance. With over 4,000 square feet of finished space, including the 1,200 square foot lower level, this home is ideal for both relaxed living and congenial entertaining. Sunlight pours into each room,

    Michael McKee William Pitt Sotheby's Int'l

    7 Tunxis Trail, Redding, CT 06896
  • 33 Dodgingtown Rd, Bethel, CT 06801

    $190,000 Sold Jun 09, 2025

    • 1,305 Sq Ft
    • $146/SF
    • 9 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1830

    33 Dodgingtown Rd, Bethel, CT 06801

    cash only Offered AS-IS and with NO INTERIOR ACCESS, this property has sustained extensive fire damage and requires a complete interior and likely significant exterior reconstruction. This presents a unique opportunity for experienced investors and developers to rebuild from the ground up within the desirable Neighborhood. Envision the possibilities and create a new structure on this lot. Buyer

    Wilmer Duran Marinablue Realty

    33 Dodgingtown Rd, Bethel, CT 06801
  • 6 E Starrs Plain Rd, Danbury, CT 06810
    6 E Starrs Plain Rd, Danbury, CT 06810
    6 E Starrs Plain Rd, Danbury, CT 06810
    /39

    $1,099,000

    • 4 Beds
    • 3.5 Baths
    • 4,600 Sq Ft

    6 E Starrs Plain Rd, Danbury, CT 06810

    A slate walkway leads to a covered portico, setting the tone for this exquisite home on 2 private acres. Step into a grand two-story foyer with a dramatic chandelier. The formal living room features 9' tray ceilings and hardwood floors, while the elegant dining room includes chair rail molding and a matching tray ceiling-perfect for entertaining. The expansive family room offers coffered

    Sandra Juliano Berkshire Hathaway NE Prop.

    6 E Starrs Plain Rd, Danbury, CT 06810
  • 33 Great Meadow Rd, Redding, CT 06896

    $925,000 Sold Jun 09, 2025

    • 3,347 Sq Ft
    • $276/SF
    • 31 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1959

    33 Great Meadow Rd, Redding, CT 06896

    Turnkey four-bedroom home is the crown jewel of a serene cul-de-sac minutes to award-winning ER-9 schools. Featuring a transitional aesthetic, newer systems, and sophisticated upgrades throughout, the home's elevated interiors include designer paint schemes, light fixtures from Pottery Barn and Possini Euro, and Kohler faucets. The comfortable layout features a bright and sunny eat-in kitchen, a

    Mary Phelps William Pitt Sotheby's Int'l

    33 Great Meadow Rd, Redding, CT 06896

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