Old Hill, CT homes for sale & real estate

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ABOUT THIS HOME
Old Hill, CT Homes for Sale
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, metal, glass + marble to create unique + inviting spaces. Traditional in a sense, w/ living + dining rooms flanking the entry, this home is anything but ordinary. The living room can also be a cozy den, as it is now, or function as a 1st floor bedroom with adjacent bathroom. On the opposite side, a bar

$2,600,000

5 beds4.5 baths4,198 sq ft

5 Ridgewood Ln, Westport, CT 06880

Barn-style door • Secluded cul-de-sac • Antique woods

3D WALKTHROUGH

ABOUT THIS HOME
Old Hill, CT Homes for Sale
Welcome to this beautifully maintained 1945 stone-front Cape in the heart of Old Hill. Loved by the same family for 22 years, it radiates warmth and character. With 5 bedrooms, 5.5 baths, and two flexible spaces for home offices, it offers comfort and versatility, including a first-floor suite ideal for guests or in-laws. The light-filled kitchen flows into an inviting dining area and cozy sunken family room with a stunning river-rock fireplace-perfect for gatherings or quiet evenings. French doors open to a level backyard with a bluestone terrace, outdoor fireplace, and grilling area, creating an ideal setting for entertaining. A 3-car tandem heated garage, mudroom, pantry, and laundry roo

$2,995,000

5 beds5.5 baths5,916 sq ft

20 Old Hill Rd, Westport, CT 06880

0.83 acre lot • 3 garage spots • Built 1945

ABOUT THIS HOME
Old Hill, CT Homes for Sale
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, w/ pocket-door to the wet bar. Or head to the main open-floor plan for the kitchen, dining, and living rooms. The chef's kitchen boasts an expansive Marble and Farrow & Ball island, Miele dishwashers, ovens, and warming drawer, Thermador fridge, Viking range, large walk-in pantry, and bay window sea

$2,895,000

5 beds4.5 baths5,424 sq ft

20 Crawford Rd, Westport, CT 06880

Private office • Wet bar • Miele dishwashers

VIDEO TOUR

ABOUT THIS HOME
Old Hill, CT Homes for Sale
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 flexible floor plan includes a potential in-law suite-perfect for multi-generational living or guests. With four wood-burning fireplaces, the home radiates warmth and charm. Multiple living areas offer inviting spaces for relaxation, entertaining, or working from home. The renovated kitchen is the he

$2,575,000

6 beds4.5 baths5,083 sq ft

4 The Fenway, Westport, CT 06880

2.22 acre lot • 2 garage spots • Pool

ABOUT THIS HOME
Old Hill, CT Homes for Sale
Beyond Beautiful - Welcome to 10 Twin Falls Lane, a striking property and home filled with natural light from floor-to-ceiling windows. Step into the sun-drenched foyer with terracotta tile. Throughout the years the home has been updated and modernized with soaring ceilings, serene views, and inspiring design. The expansive family room features a dramatic picture window and flows seamlessly into the marble-countered kitchen with dry bar and adjacent dining area-perfect for entertaining. A spacious den, easily a second family room, includes parquet floors, sliders to the patio, and stairs to a cozy loft. Step into the screened-in porch to enjoy sweeping views of open sky and lawn. The outdoo

$2,249,000

4 beds3 baths4,231 sq ft

10 Twin Falls Ln, Westport, CT 06880

Screened in porch • Cozy loft • Expansive deck

Property at 82 Partrick Rd, Westport, CT 06880, 5 beds, 2.5 baths

$1,600,000

5 beds2.5 baths3,811 sq ft

82 Partrick Rd, Westport, CT 06880

Property at 3 Tanglewood Ln, Westport, CT 06880, 6 beds, 6.5 baths

$6,999,999

6 beds6.5 baths8,400 sq ft

3 Tanglewood Ln, Westport, CT 06880

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ABOUT THIS HOME
Old Hill, CT Homes for Sale
Welcome to 324 Strawberry Hill Avenue, a charming and well-located 1-bedroom end unit that offers the perfect balance of city convenience and a peaceful retreat. Ideally situated just moments from Westport Ave, you'll have easy access to shopping, dining, and all the major stores and amenities Norwalk has to offer. Despite its central location, the building is quietly tucked away, surrounded by newer high-end residences. Next door, you'll find a green space and dog park that provide a true oasis-like setting right at your doorstep. This home features an assigned garage parking space underneath the building for added ease and security, along with a separate storage area for extra convenience

$215,000

1 bed1 bath519 sq ft

324 Strawberry Hill Ave Apt B208, Norwalk, CT 06851

$352 HOA • Garage • Very walkable

COMING SOON

ABOUT THIS HOME
Old Hill, CT Homes for Sale
Full of character and cottage-style comfort, this farmhouse offers an inviting blend of vintage charm and modern living. The large, welcoming front porch sets the tone-a perfect spot to sip coffee, greet neighbors, or simply unwind. Inside, the main level features an open country kitchen-perfect for gathering with family and friends-while natural sunlight fills every corner. The cozy living room fireplace with vintage tiles adds timeless appeal. With three bedrooms and two full baths, there's plenty of space today and exciting potential to expand into the walk-up attic or extend off the back of the house. Outdoor living and entertaining is a delight - in addition to the front porch there is

$1,050,000

3 beds2 baths1,450 sq ft

9 Clinton Ave, Westport, CT 06880

9,147 sq ft lot • Garage • Car-dependent

ABOUT THIS HOME
Old Hill, CT Homes for Sale
Picture-Perfect Curb Appeal on the Westport Norwalk line. Exceptional Value. Some streets just feel different and Christopher Lane is one of them. Lined with mature trees and beautifully landscaped homes, it feels more like a movie set than a neighborhood. And 5 1/2 Christopher Lane is the standout. Nestled in the sought-after Christopher Estates, this beautiful colonial sits on a professionally landscaped half-acre w/ stone walls, flowering gardens and room for a pool. Inside, a soaring two-story foyer sets the tone, opening into a layout that's both elegant and intuitive. The kitchen and family room are filled with light and flow seamlessly to the bluestone patio-framed by twinkle lights

$1,650,000

5 beds5 baths4,595 sq ft

5-1/2 Christopher Ln, Norwalk, CT 06851

0.51 acre lot • 2 garage spots • Car-dependent

NEW CONSTRUCTION

ABOUT THIS HOME
Old Hill, CT Homes for Sale
Extraordinary new construction opportunity on a flat acre on one of Westport's most coveted cul-de-sacs, walking distance to downtown and close to schools, shopping, beaches, and all the best of Westport living. This custom residence will be built by renowned Redcoat Homes, and designed by acclaimed architect Judith Larson. The home will feature a pool, 3-car garage, and exceptional design inside and out. Attached plans and photos are examples. * 7 Brookside Drive is a proposed subdivision of #9 Brookside Drive, approved by Town of Westport September 8th. There is no Parcel ID or Tax Assessment for this property yet. Photographs are samples of Redcoat Homes work.

$6,990,000

6 beds7 baths8,350 sq ft

7 Brookside Dr, Westport, CT 06880

1 acre lot • 3 garage spots • Pool

ABOUT THIS HOME
Old Hill, CT Homes for Sale
Light filled, updated, 3 bedroom condo with WATER VIEWS!! Corner Unit. Convenient location in Westport, off Riverside Avenue. Walkable to water, Post Rd, and elementary school! Minutes to train. Updated Kitchen and Bathrooms, new appliances, wide plank floors, private Deck off Kitchen. 3 bedrooms plus Office/Den, 2 Bathrooms--all on one floor, easy living. All Kitchen appliances/washer less than 2 years old. Ducts and vents professionally cleaned in 2024. Freshly painted in neutral colors. Upgraded door hardware, hinges and hallway lighting. New furnace 2022. Roof new 2019. Amazing opportunity to get into Westport, in a great location, for under $1M! Number of Bedrooms, reported by Seller,

$975,000

3 beds2 baths1,665 sq ft

124 Riverside Ave Apt 2, Westport, CT 06880

$435 HOA • Somewhat walkable

OPEN SUN, 12PM TO 2PM

ABOUT THIS HOME
Old Hill, CT Homes for Sale
Beautifully updated Hi-Ranch home on the Norwalk/Westport line, tucked away on a private gated road for extra peace and privacy. This 2,766 square foot spacious and flexible home features four oversized bedrooms-including one so large it's currently used as a living room-three stylish baths, and plenty of options for an in-law suite, home office, gym, or playroom. The open main floor is filled with natural light and offers inviting living and family rooms, a relaxing primary suite, an eat-in kitchen with granite countertops and stainless steel appliances, plus the convenience of a main-level laundry room. Gleaming hardwood floors run throughout. Step outside to enjoy your choice of an upper

$850,000

4 beds2.5 baths2,778 sq ft

15 Renzulli Rd, Norwalk, CT 06851

0.42 acre lot • $42 HOA • 2 garage spots

Property at 52 Hills Ln #52, Westport, CT 06880, 3 beds, 2 baths

$600,000

3 beds2 baths1,386 sq ft

52 Hills Ln #52, Westport, CT 06880

Property at 179 Compo Rd S, Westport, CT 06880, 5 beds, 5 baths

$4,249,000

5 beds5 baths4,171 sq ft

179 Compo Rd S, Westport, CT 06880

Property at 13 Orchard Hill Rd, Norwalk, CT 06851, 4 beds, 4.5 baths

$1,595,000

4 beds4.5 baths5,588 sq ft

13 Orchard Hill Rd, Norwalk, CT 06851

Property at 34 Regency Dr, Norwalk, CT 06851, 4 beds, 3 baths

$999,000

4 beds3 baths2,684 sq ft

34 Regency Dr, Norwalk, CT 06851

Property at 310 Main St, Westport, CT 06880, 3 beds, 2.5 baths

$1,299,000

3 beds2.5 baths1,437 sq ft

310 Main St, Westport, CT 06880

Property at 4 Pin Oak Ct, Westport, CT 06880, 4 beds, 3.5 baths

$899,000

4 beds3.5 baths2,359 sq ft

4 Pin Oak Ct, Westport, CT 06880

Property at 26 Treadwell Ave, Westport, CT 06880, 5 beds, 4.5 baths

$3,575,000

5 beds4.5 baths3,200 sq ft

26 Treadwell Ave, Westport, CT 06880

Property at 13 Hills Ln #13, Westport, CT 06880, 2 beds, 2 baths

$499,999

2 beds2 baths1,182 sq ft

13 Hills Ln #13, Westport, CT 06880

Property at 41 Richmondville Ave #303, Westport, CT 06880, 2 beds, 2 baths

$1,825,000

2 beds2 baths1,300 sq ft

41 Richmondville Ave #303, Westport, CT 06880

Serhant LLC

Property at 41 Richmondville Ave Unit Duplex 2, Westport, CT 06880, 2 beds, 2.5 baths

$2,550,000

2 beds2.5 baths1,760 sq ft

41 Richmondville Ave Unit Duplex 2, Westport, CT 06880

Serhant LLC

Property at 3 Laurel Ln, Westport, CT 06880, 4 beds, 4.5 baths

$3,785,000

4 beds4.5 baths4,204 sq ft

3 Laurel Ln, Westport, CT 06880

Property at 41 Richmondville Ave #109, Westport, CT 06880, 2 beds, 2 baths

$1,375,000

2 beds2 baths1,300 sq ft

41 Richmondville Ave #109, Westport, CT 06880

Serhant LLC

Property at 14 Strathmore Ln #14, Westport, CT 06880, 2 beds, 2.5 baths

$440,000

2 beds2.5 baths1,440 sq ft

14 Strathmore Ln #14, Westport, CT 06880

Average home prices near Old Hill, CT

Cities

Neighborhoods
Zip Codes
Minor Civil Divisions

Old Hill, CT real estate trends

$2.6M

Sale price

-23.2%
since last year

$671

Sale $/sq ft

+35.6%
since last year

Over list price

2.9%

Days on market

Down payment

—

Total homes sold

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