Staples, CT homes for sale & real estate

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COMING SOON

ABOUT THIS HOME
Staples, CT Homes for Sale
Set on a private flat half acre and thoughtfully expanded and beautifully maintained, this move-in-ready 4 bedroom home offers a flexible floor plan designed for today's lifestyle, with exceptional space for work, entertaining, and relaxation. Enter to a wonderful sun filled living room with fireplace, a new renovated kitchen with large island and stainless steel appliances and separate dining area. Adjacent to the kitchen is a sun filled great room with vaulted ceilings that opens to a generous stone patio-perfect for endless entertaining inside and out. Finished across four levels, the home offers a wonderful blend of comfort and privacy. The spacious primary suite occupies its own privat

$1,649,000

4 beds3 baths2,807 sq ft

104 Old Rd, Westport, CT 06880

Generous stone patio • Large island • Vaulted ceilings

OPEN TODAY, 1PM TO 3PM

ABOUT THIS HOME
Staples, CT Homes for Sale
Resort-style living meets modern luxury at 2 Windy Hill Road. Set on a private landscaped acre, this newly completed 8,100+ SF estate by HOBI Award-winning builder Cypress Development was thoughtfully designed for the way today's luxury buyer lives, entertains, and unwinds. A dramatic two-story foyer introduces light-filled interiors highlighted by soaring ceilings, white oak flooring, natural stone finishes, and walls of European windows and doors. At the heart of the home, the chef's kitchen features marble countertops and backsplash, Sub-Zero and Wolf appliances, custom oak cabinetry, dual dishwashers, and a stunning waterfall island that seamlessly connects to the home's gathering space

$4,600,000

6 beds7 baths8,185 sq ft

2 Windy Hill Rd, Westport, CT 06880

Private balcony • Primary suite • Glass-enclosed gym

ABOUT THIS HOME
Staples, CT Homes for Sale
Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with the amenities today's buyers expect. Set on a flat property with room for a potential pool, the home offers inviting indoor and outdoor spaces ideal for entertaining and everyday living. At the center is a chef's kitchen with a Sub-Zero refrigerator, a Wolf range, custom cabinetry, and generous prep

$2,350,000

5 beds4 baths5,793 sq ft

28 Bulkley Ave N, Westport, CT 06880

Custom cabinetry • Wolf range • Renovated colonial

ABOUT THIS HOME
Staples, CT Homes for Sale
This beautifully renovated Ward French custom home offers elegant formal spaces, a chef's kitchen, flexible guest and office accommodations, a luxury primary suite, fitness studio and sitting room with balcony. The home's 2,442 square foot lower level offers tremendous untapped potential, providing an opportunity to create customized luxury amenities such as a home theater, golf simulator, wine cellar, wellness spa, or guest retreat. Outdoors a spectacular 20' x 40' pool and spa, multiple entertaining patios, and lush private landscaping create a true retreat. Moments from schools and town amenities, this exceptional Westport residence perfectly balances luxury and everyday living. There is

$3,400,000

5 beds4.5 baths6,166 sq ft

27 Woody Ln, Westport, CT 06880

Home theater • Luxury primary suite • Fitness studio

ABOUT THIS HOME
Staples, CT Homes for Sale
25 Bauer Place Ext, Walk to long lots School. 4 minutes to beach. Close to restaurants and shopping. A charming house located in the picturesque town of Westport, CT. This inviting residence accords a unique opportunity to enjoy the best of suburban living. Nestled in a tranquil setting, this property boasts a blend of traditional architecture and modern comforts. The exterior features a classic design that fits seamlessly into the beautiful surroundings. As you approach the house, you'll appreciate the well-maintained landscaping that enhances the curb appeal. While specific interior details are not provided, the house presents a canvas for personalization and the creation of a home that s

$2,250,000

4 beds2.5 baths2,900 sq ft

25 Bauer Pl Ext, Westport, CT 06880

Close to restaurants • Modern comforts • 4 minutes to beach

Property at 4 Lantern Hill Rd, Westport, CT 06880, 5 beds, 6 baths

$6,650,000

5 beds6 baths11,000 sq ft

4 Lantern Hill Rd, Westport, CT 06880

Property at 110 Cross Hwy, Westport, CT 06880, 5 beds, 3.5 baths

$1,999,000

5 beds3.5 baths2,864 sq ft

110 Cross Hwy, Westport, CT 06880

Property at 36 E Main St, Westport, CT 06880, 6 beds, 6 baths

$2,999,000

6 beds6 baths4,922 sq ft

36 E Main St, Westport, CT 06880

Property at 5 Baldwin Pl, Westport, CT 06880, 6 beds, 6.5 baths

$6,495,000

6 beds6.5 baths9,062 sq ft

5 Baldwin Pl, Westport, CT 06880

Property at 8 Pleasant Valley Ln, Westport, CT 06880, 7 beds, 8 baths

$5,650,000

7 beds8 baths8,762 sq ft

8 Pleasant Valley Ln, Westport, CT 06880

Property at 10 Beltas Farm Ln, Westport, CT 06880, 6 beds, 7 baths

$8,450,000

6 beds7 baths9,893 sq ft

10 Beltas Farm Ln, Westport, CT 06880

Property at 22 Dawn Dr, Westport, CT 06880, 4 beds, 4.5 baths

$4,995,700

4 beds4.5 baths4,000 sq ft

22 Dawn Dr, Westport, CT 06880

Property at 1 Coastal Ct, Westport, CT 06880, 5 beds, 6 baths

$4,995,000

5 beds6 baths5,550 sq ft

1 Coastal Ct, Westport, CT 06880

Property at 10 Mary Jane Ln, Westport, CT 06880, 6 beds, 6.5 baths

$5,990,000

6 beds6.5 baths6,900 sq ft

10 Mary Jane Ln, Westport, CT 06880

Property at 6 Fox Run Ln, Westport, CT 06880

$385,000

Land2.00 acres (lot)

6 Fox Run Ln, Westport, CT 06880

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COMING SOON

ABOUT THIS HOME
Staples, CT Homes for Sale
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 an exceptional opportunity to enjoy one of Fairfield County's most desirable communities and its * * highly regarded school system * * . Step inside to discover * * beautifully refinished hardwood floors * * and a bright, comfortable floor plan designed for today's lifestyle. The * * updated kitchen features stainless steel appliances * * , while refreshed * * tile bathrooms * * add a clean, modern touch. Need more room? You'll love the versatility of the * * finished walk-up attic * * , perfect fo

$899,000

2 beds2 baths1,262 sq ft

1 Maplewood Ave, Westport, CT 06880

Updated kitchen • Separate playroom • 0.25 acre lot

FLOOR PLAN

ABOUT THIS HOME
Staples, CT Homes for Sale
Welcome to a home that makes everyday living and entertaining easy. Set on a friendly cul-de-sac where neighbors wave hello, and bike rides and dog walks are part of the rhythm of the street. This 4-bedroom split-level offers space, warmth, and a location that's hard to beat. At the heart of the home is an open-plan living room and modern eat-in kitchen, highlighted by soaring vaulted ceilings with exposed beams plus a fireplace that creates a welcoming focal point. With hardwood floors and updated spaces, the home exudes comfort and convenience. Step outside to a large, sunny deck, perfect for grilling, entertaining or simply relaxing while overlooking the full acre of property. The newly

$1,399,000

4 beds2 baths1,834 sq ft

4 Half Mile Cmn, Westport, CT 06880

Exposed beams • Vaulted ceilings • Hardwood floors

ABOUT THIS HOME
Staples, CT Homes for Sale
Come be delighted by the brand new, gut renovated home at 2 Charcoal Lane. It is spotless and the 1 level living you have been seeking. It has beautiful craftsmanship and custom finishes that you would not expect at this price point. Move in ready, if the layout works for you, this will not disappoint! Privacy and nature set in a desirable neighborhood on over 2 acres. Charcoal Lane offers quiet and peace in addition to a convenient location! Open concept and huge windows create a bright home filled with natural light. The first floor features the primary suite with a deck for star gazing and 2 additional bedrooms. In the lower level, again the light is abundant. Here there is a family room

$2,000,000

3 beds3 baths3,810 sq ft

2 Charcoal Ln, Westport, CT 06880

Huge windows • Open concept • Gut renovated home

ABOUT THIS HOME
Staples, CT Homes for Sale
Ready to enjoy from day 1, all of the work has been done to upgrade and update 16 Rockyfield Road. The residence has been completely retooled (ask for the upgrade list!). This is the ideal home that does not feel generic and the luxury touches will make everyday seem special. The brand new kitchen is a showstopper featuring handcrafted Zellige tiles, a Lacanche range, 2 dishwashers and custom cabinetry. The work did not stop there. The bathrooms, floors, bonus room and mud room have all been redone to make this house into a custom home. Outside the home truly comes alive. Pool (with autocover), spa, outdoor kitchen featuring a pizza oven, automated pergola and porcelain patio to enjoy enter

$4,250,000

5 beds5.5 baths7,652 sq ft

16 Rockyfield Rd, Westport, CT 06880

Custom cabinetry • Pizza oven • Brand new kitchen

ABOUT THIS HOME
Staples, CT Homes for Sale
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 Rehab. House has Spacious Living Room, Kitchen, Dining area Full bath on the first Floor, Master Bedroom, Full bath & Family Room on 2nd floor. Family Room can be converted into 4th Bedroom. House is Close to Downtown, Shopping, Dining, Recreation and Bus Line. Sold AS IS. Cash Offers and Quick Closing Preferred. Agent/Partner

$859,000

3 beds2 baths1,591 sq ft

383 Main St, Westport, CT 06880

Recreation • Shopping • Dining

ABOUT THIS HOME
Staples, CT Homes for Sale
Beautiful End Unit, Perfectly situated in Southport, this beautifully appointed 3-bedroom, 3.5-bath Colonial townhouse end unit offers an exceptional lifestyle just moments from village shops, restaurants, Southport Harbor, and the Metro-North train. Thoughtfully updated, the remodeled kitchen features quartz countertops, a sleek backsplash, and premium Bosch appliances, centered around a generous island-opening seamlessly to a private deck, ideal for entertaining. The open living and dining areas are anchored by a striking double-sided gas fireplace and hardwood floors. The walk-out lower level provides versatile additional space with a full bath and sliders to a private bluestone patio-id

$1,397,000

3 beds3.5 baths3,012 sq ft

71 Aberdeen Way #71, Southport, CT 06890

Private deck • Quartz countertops • Walk-out lower level

Property at 1061 Cedar Rd, Southport, CT 06890, 6 beds, 5.5 baths

$3,995,000

6 beds5.5 baths5,682 sq ft

1061 Cedar Rd, Southport, CT 06890

Property at 9 N Ridge Rd, Westport, CT 06880, 6 beds, 6.5 baths

$3,550,000

6 beds6.5 baths6,751 sq ft

9 N Ridge Rd, Westport, CT 06880

Property at 316 Lansdowne #316, Westport, CT 06880, 2 beds, 2 baths

$1,349,000

2 beds2 baths1,825 sq ft

316 Lansdowne #316, Westport, CT 06880

Property at 240 North Ave, Westport, CT 06880, 5 beds, 4.5 baths

$3,499,000

5 beds4.5 baths3,778 sq ft

240 North Ave, Westport, CT 06880

Property at 2177 Cross Hwy, Fairfield, CT 06824, 4 beds, 4 baths

$1,875,000

4 beds4 baths3,921 sq ft

2177 Cross Hwy, Fairfield, CT 06824

Property at 22 Evergreen Ave, Westport, CT 06880, 5 beds, 5 baths

$4,850,000

5 beds5 baths5,103 sq ft

22 Evergreen Ave, Westport, CT 06880

Property at 6 Janson Dr, Westport, CT 06880, 6 beds, 7.5 baths

$4,250,000

6 beds7.5 baths7,499 sq ft

6 Janson Dr, Westport, CT 06880

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

$1,329,000

3 beds2.5 baths2,029 sq ft

310 Main St, Westport, CT 06880

Property at 21 Lockwood Cir, Westport, CT 06880, 6 beds, 6.5 baths

$4,495,000

6 beds6.5 baths6,611 sq ft

21 Lockwood Cir, Westport, CT 06880

Property at 688 Hulls Farm Rd, Southport, CT 06890, 7 beds, 7 baths

$8,696,000

7 beds7 baths8,559 sq ft

688 Hulls Farm Rd, Southport, CT 06890

Property at 11 Dogwood Ln, Westport, CT 06880, 6 beds, 7 baths

$10,650,000

6 beds7 baths9,100 sq ft

11 Dogwood Ln, Westport, CT 06880

Property at 9 Berkeley Rd, Westport, CT 06880

$1,495,000

Land1.00 acre (lot)

9 Berkeley Rd, Westport, CT 06880

Property at 15 Gorham Ave, Westport, CT 06880

$1,250,000

Land6,534 sq ft (lot)

15 Gorham Ave, Westport, CT 06880

Average home prices near Staples, CT

Cities

Neighborhoods
Zip Codes
Minor Civil Divisions

Greens Farms homes for sale
$6,800,000
Greenfield Hill homes for sale
$2,724,500

Staples, CT real estate trends

All Home Types trends in Staples, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$2,448,774

+13.4% YoY | Jul 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jul 2026

Growth

% YoY

Staples, CT

$2,448,774

+13.4%

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* Data from the last year

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