1,185

Fairfield, CT Homes

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  • /36

    $2,647,000

    • 4 Beds
    • 4.5 Baths
    • 3,935 Sq Ft

    11 Old Hill Rd, Westport, CT 06880

    Nestled in the heart of Westport's coveted Old Hill neighborhood, this home offers the charm of an English cottage and a thoughtful design that blends classic character with the modern desire for open, connected living. Encompassing nearly 4,000 square feet, it features four ensuite bedrooms, walk-in closets, and a curated layout that combines timeless architectural details with contemporary

    Agent Photo

    Susan Lieberman

    The Riverside Realty Group

    (203) 858-9411

    11 Old Hill Rd, Westport, CT 06880
  • /12

    $2,350 per month

    • 1 - 2 Beds
    • 2 Baths
    • 750 Sq Ft
    • Condo for Rent

    170 Post Rd W, Westport, CT 06880

    Architect designed apartment with high ceilings, marvelous windows and wonderful light, 2 bedrooms with large room sized loft; Kitchen/Living Room and Dining Room combination;Hardwood floors; 1 bath, A/C with all appliances; close to downtown and all amenities in Westport has to offer. Minutes to I-95 or Merritt Parkway; residents have use of Longshore pools, golf and tennis for same fees as

    170 Post Rd W, Westport, CT 06880
  • 52 Woodside Ave, Westport, CT 06880

    $1,850,000 Sold Jul 14, 2025

    • 2,891 Sq Ft
    • $640/SF
    • 8 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    52 Woodside Ave, Westport, CT 06880

    Enjoy a wonderful life on Woodside Avenue, one of Old Hill's most popular streets, walking distance to town & Earthplace Nature Centre. This charming ranch home offers sophisticated, easy living & so much more. The open floorplan radiates off the bright kitchen with stainless steel appliances, including a wine fridge & gorgeous granite countertops. The formal living room enjoys a wall of sliding

    Jessica Brookbanks Coldwell Banker Realty

    52 Woodside Ave, Westport, CT 06880
  • /39

    $3,750,000

    • 5 Beds
    • 7 Baths
    • 6,406 Sq Ft

    12 Old Hill Farms Rd, Westport, CT 06880

    Beautifully renovated vintage home offers timeless character on a professionally landscaped acre in coveted Old Hill. With 5 bedrooms, 5 full and 2 half baths with generous space and classic charm. The formal living room and elegant library both with fireplaces and hardwood floors create a warm and welcoming space for relaxing and entertaining. A spacious kitchen featuring a large center island,

    Emily Gordon Coldwell Banker Realty

    12 Old Hill Farms Rd, Westport, CT 06880
  • /36

    $12,000 per month

    • 4 Beds
    • 5 Baths
    • 3,658 Sq Ft
    • House for Rent

    53 Sylvan Rd N, Westport, CT 06880

    Nestled on 1.36 picturesque acres in Old Hill, this renovated antique home is brimming with character and modern comforts. Just moments from town, Post Road, and schools, the enchanting professional landscaped grounds feature specimen and fruit trees, a built-in BBQ and fireplace, and a wisteria-draped pergola over a stone patio. A charming barn offers additional storage or creative use. Inside,

    Erica Acheychek Coldwell Banker Realty

    53 Sylvan Rd N, Westport, CT 06880
  • 75 Old Hill Rd, Westport, CT 06880

    $2,225,000 Sold Jul 07, 2025

    • 3,585 Sq Ft
    • $621/SF
    • 23 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1993

    75 Old Hill Rd, Westport, CT 06880

    Stunning colonial with contemporary flair set on a private acre in much sought after Old Hill. Convenient to town, train and beach. This is not your cookie cutter colonial with wonderful, flexible, open floor plan and top of the line remodeled kitchen. Current piano room could be formal dining room or office/study. Impressive Primary Bedroom suite with beautiful bath. Large upstairs room with

    Regina Kendig William Raveis Real Estate

    75 Old Hill Rd, Westport, CT 06880
  • /40

    $2,649,000

    • 6 Beds
    • 4.5 Baths
    • 5,083 Sq Ft

    4 the Fenway, Westport, CT 06880

    Timeless elegance in Westport's prestigious Old Hill. First time on the market in 29 years! This expansive 5-6 bedroom, 4.5 bath farmhouse is gracefully set on 2.22 serene acres, featuring a heated gunite pool, picturesque pond, and a very rare blend of privacy and proximity to town. The sun-drenched primary suite is a true retreat with a fireplace, spa-like bath, and generous walk-in closet. A

    Mary Kate Klemish-Boehm Brown Harris Stevens

    4 the Fenway, Westport, CT 06880
  • /12

    $3,500 per month

    • 1 - 2 Beds
    • 2 Baths
    • 750 Sq Ft
    • Condo for Rent

    170 Post Rd W, Westport, CT 06880

    Architect designed apartment with high ceilings, marvelous windows and wonderful light, 2 bedrooms with large room sized loft; Kitchen/Living Room and Dining Room combination;Hardwood floors; 1 bath, A/C with all appliances; close to downtown and all amenities in Westport has to offer. Minutes to I-95 or Merritt Parkway; residents have use of Longshore pools, golf and tennis for same fees as

    170 Post Rd W, Westport, CT 06880
  • 30 Hills Ln Unit 30, Westport, CT 06880

    $450,500 Sold Jun 27, 2025

    • 1,200 Sq Ft
    • $375/SF
    • 5 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1973

    30 Hills Ln Unit 30, Westport, CT 06880

    Welcome home to Birchwood! This beautifully maintained community offers a tranquil escape from city life. Tucked away, yet minutes to all Norwalk/Westport attractions. Here you will find meticulous landscaping, community club house and an in-ground pool, setting the stage for a super summer retreat. This wonderful 2 bedrooms, 1.5 bath condo offers a rare two car garage with two storage bay areas,

    Aurelia Gilbert Coldwell Banker Realty

    30 Hills Ln Unit 30, Westport, CT 06880
  • /40

    $2,895,000

    • 5 Beds
    • 4.5 Baths
    • 5,424 Sq Ft

    20 Crawford Rd, Westport, CT 06880

    Nestled in Westport's coveted Old Hill neighborhood, this stunning residence blends classic Colonial design w/modern amenities. You're greeted by the centerpiece of the home - an impressive foyer w/soaring ceilings. The spacious office w/lacquer-finished built-ins includes a fireplace and access to the veranda. For more intimate gatherings, go through the French doors to a sitting room,

    Lisa Tortora Coldwell Banker Realty

    20 Crawford Rd, Westport, CT 06880
  • /39

    $4,850 per month

    • 3 Beds
    • 2 Baths
    • 1,603 Sq Ft
    • House for Rent

    28 Woodside Ave, Westport, CT 06880

    Pristine 1918 Cottage in the Old Hill area of Westport. Recently restored with thoughtfulness and care, keeping the integrity and character alive! Beautiful hardwood floors, cozy renovated kitchen with eating nook, living room and dining areas, family room with sliders to patio and backyard , 3 bedrooms , 2 full baths. Set back off Woodside w/ private yard. Just minutes to town, train and beach!

    Sandra Calise Cenatiempo Settlers & Traders

    28 Woodside Ave, Westport, CT 06880
  • /7

    $6,250,000 Sold Jun 20, 2025

    • 7,595 Sq Ft
    • $823/SF
    • 2 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2012

    19 Old Hill Farms Rd, Westport, CT 06880

    Better than new! This impeccably designed home, built by Coastal Home Builders, is nestled on a coveted street in the desirable Old Hill section of Westport. Recent upgrades have further enhanced this already exceptional property. From the moment you enter the grand foyer, you'll be greeted by luxurious interiors and a seamless floor plan ideal for both everyday living and entertaining. French

    Jennifer Leahy Compass Connecticut, LLC

    19 Old Hill Farms Rd, Westport, CT 06880
  • /40

    $2,799,999 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,683 Sq Ft

    9 Woodside Ln, Westport, CT 06880

    Welcome to this charming Colonial home in the desirable Old Hill neighborhood of Westport, CT. This 3,683 sq ft residence on a generous 0.95-acre lot blends classic character with modern convenience. The open layout connects living areas to the outdoors, creating an inviting space for relaxation and entertaining. The home boasts attractive exterior accents while maximizing space and inviting

    Judy Michaelis Coldwell Banker Realty

    9 Woodside Ln, Westport, CT 06880
  • /30

    $6,250 per month

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • House for Rent

    5 Edge Hill Trail, Westport, CT 06880

    BRAND NEW ROOF. BRAND NEW BOILER. NEW CENTRAL AC (coming soon). Even though the house is not new, it sure will seem like it is! But that isn't the best part about this house...this lovely home is in a catbird seat location! Walking distance to the best Westport has to offer...Main Street shops & restaurants, the library, the Levitt Pavilion, the farmers' market or the Playhouse. A quick bike ride

    Susan Herrmann William Raveis Real Estate

    5 Edge Hill Trail, Westport, CT 06880
  • 10 Heathwood Ln, Westport, CT 06880

    $2,290,000 Sold Jun 17, 2025

    • 4,000 Sq Ft
    • $572/SF
    • 13 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2020

    10 Heathwood Ln, Westport, CT 06880

    Nestled on a private street in the sought-after Old Hill neighborhood, this contemporary/colonial style home provides the perfect blend of picturesque tranquility and convenience. The home is in pristine condition and is tastefully decorated featuring modern finishes, designer lighting and an overall inviting ambiance. Sunshine flows through the energy-efficient glass windows as you feel the

    Lauren Turner Corcoran Centric Realty

    10 Heathwood Ln, Westport, CT 06880
  • /40

    $2,499,000 Pending

    • 4 Beds
    • 3 Baths
    • 3,495 Sq Ft

    19 Old Hill Rd, Westport, CT 06880

    Step into a home where every detail tells a story of timeless elegance and masterful transformation. This 4-bedroom, 3-bath Colonial-reimagined through a multi-year, designer-led renovation-seamlessly marries historic charm with modern sophistication. Original Southern Pine floors and exposed beams ground the home in authenticity, while a stunning new kitchen by Shore & Country elevates everyday

    Cindy Raney Coldwell Banker Realty

    19 Old Hill Rd, Westport, CT 06880
  • /18

    $3,500 per month

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    170 B2 Post Rd W Unit B2, Westport, CT 06883

    2nd floor unit in free standing building. Open floor plan, soaring ceilings + a loft. Conveniently located ...walk to town and Westport's fantastic shops & restaurants.

    Sandra Calise Cenatiempo Settlers & Traders

    170 B2 Post Rd W Unit B2, Westport, CT 06883
  • 97 Partrick Rd, Westport, CT 06880

    $1,068,900 Sold Jun 16, 2025

    • 2,030 Sq Ft
    • $527/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1969

    97 Partrick Rd, Westport, CT 06880

    HIGHEST & BEST by SUNDAY APRIL 13th at 5:00 pm. Find your private Shangri-La, with in-ground pool, set back from the road on 1.35 acres in prestigious Old Hill. The custom Split was built by the original owners and is on the market for the first time. Entering from the front porch you are greeted by the welcoming entry hall with slate floor. Hand-pegged wide Antique hardwood floors are found in

    Mindy Wolkstein William Raveis Real Estate

    97 Partrick Rd, Westport, CT 06880
  • /38

    $2,425,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 4,771 Sq Ft

    6 Weathervane Hill, Westport, CT 06880

    Welcome to 6 Weathervane Hill, a 4,196 sq ft sun-drenched home on over a private acre in a quiet cul-de-sac. Enjoy a versatile floor plan ideal for modern living. This classic colonial features a formal living and dining room, bright white kitchen, and cozy family room with a stone fireplace. The sunroom/playroom opens to a wraparound stone patio, Gunite pool. Upstairs are three spacious

    Amy van Arsdale Compass Connecticut, LLC

    6 Weathervane Hill, Westport, CT 06880
  • /20

    $2,350 per month

    • 1 Bed
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    170 Post Rd W Unit C2, Westport, CT 06880

    Bright, spacious apartment with cathedral ceiling, open kitchen, bedroom, bath. Laundry in unit. Great central location. Walk to town.

    Sandra Calise Cenatiempo Settlers & Traders

    170 Post Rd W Unit C2, Westport, CT 06880
  • 27 Old Hill Farms Rd, Westport, CT 06880

    $3,250,000 Sold Jun 06, 2025

    • 4,298 Sq Ft
    • $756/SF
    • 8 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1931

    27 Old Hill Farms Rd, Westport, CT 06880

    Classic "Old Hill Farms" Estate. One of a kind custom home completely renovated and restored to perfection. Showcase sun filled home with a marriage of old and new. Exceptional details, all custom millwork and cabinetry set on over one acre in premier Old Hill location. Gracious formal living room with custom built in window seat.Original wood burning fireplace complete this large gathering room

    Debra Grant Show to Sell Homes, LLC

    27 Old Hill Farms Rd, Westport, CT 06880
  • /40

    $2,750,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 4,198 Sq Ft

    5 Ridgewood Ln, Westport, CT 06880

    This modern farmhouse was praised for its remodel, receiving the HOBI Award for Outstanding Spec Home in 2017. Set on a secluded + conveniently located Old Hill cul-de-sac, the home has tremendous curb appeal w/an expansive front porch overlooking the wide front lawn. The interior finishes are remarkable, reclaimed + repurposed, the energy-efficient home uses materials such as antique woods,

    Karen Scott Compass Connecticut, LLC

    5 Ridgewood Ln, Westport, CT 06880
  • 115 Wilton Rd, Westport, CT 06880

    $955,000 Sold Apr 18, 2025

    • 2,065 Sq Ft
    • $462/SF
    • 54 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1886

    115 Wilton Rd, Westport, CT 06880

    RARE OPPORTUNITY to own in Westport with income to support your family. This multi-family home is just across the street from scenic Saugatuck River and convenient to Westport center. Remodeled features include updated kitchens, bathrooms, windows, mechanicals & more. UNIT #1 is on 1st floor: Living Rm, Eat-in Kitchen, 2 Bedrooms, Full Bathroom with laundry, Screened Porch. UNIT #2: 2nd floor:

    Lynn Fraund William Pitt Sotheby's Int'l

    115 Wilton Rd, Westport, CT 06880
  • /40

    $2,949,000 Under Contract

    • 6 Beds
    • 6 Baths
    • 6,416 Sq Ft

    22 Marion Rd, Westport, CT 06880

    Set on picturesque property in a prime Old Hill-area location, this exceptional home offers space, amenities and convenience rarely seen. Approached from a circular driveway, this impressive home welcomes you from a front porch into an exquisite foyer with stunning carpentry and detailed wood flooring, which showcase the artistry of high-end home builder SIR Development. The generous layout

    Alex Chingas Coldwell Banker Realty

    22 Marion Rd, Westport, CT 06880
  • 2 Twin Falls Ln, Westport, CT 06880

    $3,450,000 Sold Apr 15, 2025

    • 6,789 Sq Ft
    • $508/SF
    • 4 Days On Market
    • 5 Beds
    • 6.5 Baths
    • Built 2002

    2 Twin Falls Ln, Westport, CT 06880

    A circular drive welcomes you as you approach this grand Center Hall Colonial, on 2 scenic acres with a fantastic Har-Tru tennis court, pool site & beautiful perennial gardens, sited on a quiet private lane in central Westport. Timeless elegance & quality construction is evident, from the moment you step into the impressive Entry Hall of this masterfully crafted home. Be delighted by the 10'

    Laurie Crouse Coldwell Banker Realty

    2 Twin Falls Ln, Westport, CT 06880
  • /27

    $499,999

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft

    13 Hills Ln, Westport, CT 06880

    Spacious open floor plan with hardwood floors. Light and bright overlooking beautifully landscaped grounds. Large open living/dinning area, eat-in kitchen. Two oversized bedrooms with lots of closet space. Two fully renovated baths. New appliances, first floor location. A private deck for summer entertaining, fireplace for cold winter nights. Secluded quiet location. Two additional on site

    Georgia Kornutik Coldwell Banker Realty

    13 Hills Ln, Westport, CT 06880
  • 56 Partrick Rd, Westport, CT 06880

    $1,200,000 Sold Apr 14, 2025

    • 1,609 Sq Ft
    • $746/SF
    • 47 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1966

    56 Partrick Rd, Westport, CT 06880

    Charming Ranch in Westport's coveted Old Hill neighborhood! Discover the potential in this classic 1966 ranch-style home, offering 3 bedrooms, 2 baths, and 1.67 acres of serene and dry private land. With great bones, this well-loved home presents a fantastic renovation opportunity to restore its mid-century appeal or customize it to fit your vision. The expansive lot also provides the perfect

    Mary Kate Klemish-Boehm Brown Harris Stevens

    56 Partrick Rd, Westport, CT 06880
  • /29

    $1,600,000

    • 5 Beds
    • 2.5 Baths
    • 3,811 Sq Ft

    82 Partrick Rd, Westport, CT 06880

    Diamond in the Rough! This stately colonial is brimming with potential and ready to be restored to its former grandeur. Nestled on a private lot, the home offers a peaceful setting with ample space for everyone. Boasting over 3,800 sq ft, this spacious residence features 5 bedrooms and 2.5 bathrooms, along with gleaming hardwood floors and a variety of rooms designed for comfortable living. The

    Glenn Stavens Aspen Realty Group

    82 Partrick Rd, Westport, CT 06880
  • 219 Wilton Rd, Westport, CT 06880

    $1,098,000 Sold Mar 31, 2025

    • 1,908 Sq Ft
    • $575/SF
    • 38 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    219 Wilton Rd, Westport, CT 06880

    Nestled in the heart of Westport this unique contemporary sits high on a 1-acre lot. Bright & airy w/high ceilings, multiple windows, French doors, and skylights this home is bathed in natural light. An inviting covered entrance w/large glass paneled doors welcomes you. From the entrance hall take the stairs to the heart-of-the-home, an open great-room w/hardwood flr, grand fireplace, vaulted

    Sandra Kinseley William Raveis Real Estate

    219 Wilton Rd, Westport, CT 06880

Showing Results 1 - 40, Page 1 of 18

Home Trends in Old Hill, CT

Housing Trends

Median Sale Price
$466,710
Median Single Family Sale Price
$449,990
Median Townhouse Sale Price
$409,510
Average Price Per Sq Ft
$237
Number of Homes for Sale
6
Last 12 months Home Sales
23
Months of Supply
3.10
Median List Price
$474,990
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
56%
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