Browse All Westport CT Historical Properties for Sale

3 Bedroom Cape in the heart of Westport set on a picturesque level .41 acre. Flat, pretty property with city water and sewer connected. Ideally located just a short walk ...

3 Beds
1 Baths
24216682 MLS

3 Allen Ln, Westport $1,350,000

A storybook Cape Cod on a quiet cul-de-sac, a beautiful, level half-acre property, and an unbeatable Westport location-3 Allen Lane is a rare opportunity to make a home y...

3 Beds
3 Baths
24216570 MLS

310 Main St, Westport $1,248,000

Ideally located within walking distance of downtown Westport, 310 Main Street offers a unique opportunity to enjoy the convenience of in-town living while creating a home...

3 Beds
3 Baths
24215287 MLS

3 Jonathan Ln, Westport $1,525,000

This is the address Westport commuters wait for. Beyond the welcoming foyer, the main level unfolds across gleaming hardwood floors: a sunny living room, a dining room cr...

4 Beds
3 Baths
24214592 MLS

19 Roosevelt Rd, Westport $4,250,000

Tucked along a tranquil lane, mere steps from the soft sands of Westport's coveted Compo Beach, 19 Roosevelt Road is coastal living at its most refined. This picture-perf...

4 Beds
4 Baths
24213343 MLS

2 Charcoal Ln, Westport $2,000,000

Tucked away at the end of a quiet cul-de-sac in Westport's desirable Charcoal Hill neighborhood, this beautiful one-level ranch offers the perfect blend of comfort, priva...

3 Beds
3 Baths
24213937 MLS

4 Surrey Ln, Westport $2,795,000

Lovingly cherished by the same family for over 50 years, this 1965 five bedroom home presents a wonderful opportunity to create something truly special in one of Westport...

5 Beds
4 Baths
24213304 MLS

280 Main St, Westport $1,199,000

Ideally situated in a highly walkable in-town location, this charming 1928 home offers a rare opportunity to create something truly special in the heart of Westport. Set ...

3 Beds
3 Baths
24211260 MLS

1 Sunrise Rd Unit B, Westport — Sunrise-Verify In Process! $995,000

In the heart of sought-after Saugatuck, this beautifully curated like-new 2 Bedroom, 2.5 Bath townhome offers effortless, low-maintenance living just a short walk to shop...

2 Beds
3 Baths
24110146 MLS
Sunrise-Verify In Process! Bldg.

7 Marsh Rd, Westport $2,049,000

Welcome to Saugatuck Shores, where you're not simply purchasing a home, you're embracing a lifestyle. This exceptional beach house offers an inviting floor plan, luxuriou...

3 Beds
3 Baths
24212313 MLS

11 Turkey Hill Cir, Westport $1,990,000

Tucked away in Westport's coveted Greens Farms neighborhood, this beautifully updated home is set on over 2 acres and offers the perfect balance of comfort, flexibility, ...

7 Beds
5 Baths
24197538 MLS

4 Lookout Ln, Westport $1,699,000

Set on a stunning, meticulously manicured, lush, one-acre property in the heart of Greens Farms and approx. 1 mile to the beach. This inviting 4 bedroom, 3.5 bath home is...

4 Beds
4 Baths
24204801 MLS

33 Bridge St, Westport $1,999,999

TO BE SOLD AS-IS AND ONLY WITH #29 BRIDGE STREET together for $1,999,999....Rare opportunity to own two parcels including a 2 br cottage on the rear lot and a 6br 2-famil...

2 Beds
2 Baths
24209600 MLS

29-33 Bridge St, Westport $1,999,999

TO BE SOLD AS-IS AND ONLY AS A PACKAGE WITH #33 BRIDGE STREET for a total price of $1,999,999 which includes is the single family on rear lot....Rare opportunity to own t...

6 Beds
3 Baths
24209590 MLS

12 Murvon Ct, Westport $2,900,000

A rare opportunity in one of Westport's most sought-after locations! The cul de sac off of a private road is not travelled by most, hidden from the Compo Beach walkers. S...

4 Beds
3 Baths
24205678 MLS

53 Cross Hwy, Westport $800,000 ▼

Incredible opportunity to build or completely renovate in one of Westport's most desirable locations. Situated on a picturesque 1-acre lot, 53 Cross Highway offers a prim...

3 Beds
2 Baths
24210176 MLS

4 Bradley St, Westport $2,885,000

Just 383 steps from the sands of Compo Beach, this storied 1920s residence claims one of Westport's most sought-after addresses. Approximately 3,255 square feet hold five...

5 Beds
4 Baths
24209324 MLS

27 Rayfield Rd, Westport $1,800,000 ▼

Storybook charm meets comfortable living in this enchanting 3 bedroom, 4 bath home. Located at the end of a quiet block you will find exposed beams, character-rich detail...

3 Beds
4 Baths
24206830 MLS

6 Willowbrook Dr, Westport $1,295,000

Tucked away on a private lane just minutes from downtown, Compo Beach, and Metro-North, this beautifully updated 4-bedroom, 3-bath expanded Cape offers turnkey living in ...

4 Beds
3 Baths
24189022 MLS

228 Bayberry Ln, Westport $1,450,000

***Best & Final offers due Monday, 9/28 at noon***Tucked away at the end of a long, meandering driveway, this darling ranch offers a sense of privacy and natural beauty t...

3 Beds
2 Baths
24208001 MLS

9 Primrose Ln, Westport $1,299,000 ▼

Set on over two private acres at the end of a peaceful cul-de-sac in Westport, this traditional center-hall Colonial with four bedrooms and 2.5 baths offers a wonderful c...

4 Beds
3 Baths
24200486 MLS

61 Clapboard Hill Rd, Westport $3,600,000 ▼

Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private ...

4 Beds
4 Baths
24205877 MLS

4 Grist Mill Ln, Westport $1,500,000

This is the land and location Westport buyers are chasing hardest right now, and finding least. It won't last more than a moment. Bring your architect or builder or we ca...

4 Beds
2 Baths
24206148 MLS

183 Wilton Rd, Westport $999,000

**SELLER REQUESTS HIGHEST/BEST OFFERS BY 5PM THURSDAY 9/24/26** An incredible opportunity has become available in a prime Westport, CT location. Set off the road on a qui...

3 Beds
3 Baths
24196339 MLS

1 Maplewood Ave, Westport $899,000

Welcome to 1 Maplewood Avenue-Your Opportunity to Call Westport Home! Charming, stylish, and filled with possibilities, this inviting **2-3 bedroom Westport home** offers...

2 Beds
2 Baths
24204656 MLS

28 Bulkley Ave N, Westport $2,350,000

Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens F...

5 Beds
5 Baths
24203971 MLS

4 Crawford Rd, Westport $2,595,000

Privately nestled in Westport's coveted Old Hill neighborhood, this distinctive five-bedroom New England residence blends timeless character with thoughtful modern update...

5 Beds
4 Baths
24203288 MLS

31 Stonybrook Rd, Westport $5,199,000 ▼

From the moment you enter the gates of this Old Hill estate, you know you've arrived- a rare sanctuary built with a level of custom stonework and craftsmanship impossible...

5 Beds
8 Baths
24201547 MLS

15 Hyatt Ln, Westport $905,000

Quite possibly the best renovation opportunity this year! This 3-4 bedroom, 2 full bath 1940's cape awaits your vision to polish this home to perfection. Sited beautifull...

3 Beds
2 Baths
24201989 MLS

40 Pequot Trl, Westport $1,695,000

Located in the highly sought after Old Hill Neighborhood - set back from the street on a one acre lot. This is a 4 bedroom colonial with a spacious first floor lay out in...

4 Beds
4 Baths
24199886 MLS

383 Main St, Westport $819,000 ▼

Great opportunity for Investors, Builders or First Time Home Buyers to renovate or Tear Down and Build a New House in Westport. 3-4 Bedrooms & 2 Bath Cape in need of Reha...

3 Beds
2 Baths
24199434 MLS

23 Pequot Trl, Westport $1,599,000

MULTIPLE OFFER SITUATION - HIGHEST & BEST BY TUESDAY 8/18 AT 1PM. Custom built and well-maintained Ranch located in the "Old Hill" section of town, just minutes to Downto...

4 Beds
4 Baths
24197030 MLS

166 Long Lots Rd, Westport $2,995,000

Your private oasis awaits! This beautifully renovated home offers an ideal location with easy access to town, shopping, and the beach. Designed with comfort and style in ...

4 Beds
5 Baths
24097062 MLS

Westport $1,850,000

31 Franklin Street will be Westports next NEW neighborhood. Prime for redevelopment or reno existing. Multiple redevelopment projects coming to Saugatuck including new ap...

4 Beds
2 Baths
24196991 MLS

11 Hitchcock Rd, Westport $1,495,000

An exceptional offering on 1.38 private acres in the heart of Westport. Ideally situated just moments from vibrant Main Street, this centrally located property offers con...

1 Beds
1 Baths
24191062 MLS

22 Evergreen Ave, Westport $4,850,000

Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time i...

5 Beds
5 Baths
24172211 MLS

11 Clapboard Hill Rd, Westport $3,995,000 ▼

An antique jewel set on 3.5 extraordinary acres in the heart of Greens Farms, ready to be transformed into your forever home. Brimming with timeless charm and endless pot...

6 Beds
8 Baths
24168553 MLS

4 Sherwood Island Ln, Westport $10,500,000 ▼

Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings...

7 Beds
7 Baths
24160355 MLS

4 Woods Grove Rd, Westport $999,000

HUGE OPPORTUNITY. PROPERTY TO BE SOLD AS-IS, WHERE IS WITH NO REPRESENTATIONS AS TO CONDITION. PERFECT FOR BUILDER/DEVELOPER TO BUILD ON .41 PARKLIKE ACRES AT IN-TOWN LOC...

4 Beds
3 Baths
24142924 MLS

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Westport Historical Real Estate

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