Western Connecticut Planning Region, CT Homes for Sale

/40
$499,900

$30K PRICE DROP
- 3 Beds
- 3 Baths
- 1,562 Sq Ft
2 Chatham Terrace, Bridgeport, CT 06606

Rarely does an opportunity come along to live on one of the North End's most desirable cul-de-sacs just off beautiful Lake Forest-a place where neighbors move in and never want to leave. With peaceful water views overlooking the Lake Forest Association park, this well-maintained home offers the perfect blend of comfort, lifestyle, and location. The optional association provides access to a

Alan Stewart Jr.

ASJ Realty Partners

2 Chatham Terrace, Bridgeport, CT 06606
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/41
$600,000
- 4 Beds
- 2 Baths
- 2,129 Sq Ft
11 Leona Dr, Brewster, NY 10509

Impeccably Maintained 4 Bedroom Home on Private Cul-de-Sac Street. Welcome to this beautifully maintained and thoughtfully updated 4 bedroom, 2 bath home set on a level, park-like acre in a quiet cul-de-sac location. Offering space, functionality, and modern upgrades, this home is perfect for comfortable everyday living and entertaining alike.Step inside to a warm and inviting living room

Sharon Sheil

Coldwell Banker Realty

11 Leona Dr, Brewster, NY 10509
/31
$1,200,000
- 6 Beds
- 3 Baths
- 3,322 Sq Ft
116 Deer Hill Ave, Danbury, CT 06810

Danbury's historic and prestigious Deer Hill Avenue sets the perfect stage for this 3322 Square Foot 1900 Victorian Dream Home. This stunning classic legal two family combines 21st Century updates and conveniences with old world craftmanship and charm. The potential for income is amazing for an investor. If your goal is to enjoy the ultimate in luxury and comfort as 0wner-occupied this is the

Victor Vescera

Keller Williams Realty

116 Deer Hill Ave, Danbury, CT 06810
/39
$3,995,000
- 6 Beds
- 5.5 Baths
- 5,682 Sq Ft
1061 Cedar Rd, Southport, CT 06890

Tucked behind mature landscaping on a beautifully private 1 acre setting, this extraordinary Southport residence is a home that reveals itself slowly, filled with warmth, character, and timeless craftsmanship. Designed for both everyday living and effortless entertaining, the nearly 6,000 SF home offers 6 bedrooms, 5.5 baths, soaring beamed ceilings, reclaimed wood, antique doors, wide-plank

Libby Tritschler

William Raveis Real Estate

1061 Cedar Rd, Southport, CT 06890
/50
$1,350,000
- 11 Beds
- 8 Baths
750 Route 292, Holmes, NY 12531

Multi-generational housing opportunity with 3 distinctly different homes on one property providing plenty of options. The perfect balance of togetherness and privacy. And investors - you may want to give this property some serious consideration as well. Unit A: Colonial style renovated home. Hardwood floors, crown molding and recessed lighting throughout. Spacious Living Room with abundant light,

Judith 'Judy' Albert

BHHS Hudson Valley Properties

750 Route 292, Holmes, NY 12531
/30
$339,000
- 2 Beds
- 2 Baths
- 1,432 Sq Ft
486 Heritage Village Unit B, Southbury, CT 06488

Make your move now and embrace the carefree lifestyle you've been dreaming of in this Sherman end unit, ideally located in the award-winning active 55+ community of Heritage Village. Offering comfortable one-level living, this inviting home features attractive laminate flooring throughout the main living areas and a spacious eat-in kitchen with granite countertops, soft white shaker cabinetry,

Michelle Alvord

Berkshire Hathaway NE Prop.

486 Heritage Village Unit B, Southbury, CT 06488
/22
$888,000

$11K PRICE DROP
- 4 Beds
- 3 Baths
- 1,972 Sq Ft
556 Westchester Ave, Port Chester, NY 10573

Two-Family Investment Opportunity – RYE BROOK property at PORT CHESTER prices!! This beautifully maintained two-family home in the highly desirable Rye Brook area offers a rare opportunity for both investors and owner-occupants. Currently generating over $5,200/month in rental income, with rents still below market value. This property presents immediate upside potential. A standout feature is the

Cosmo Iadanza

E Realty International Corp

556 Westchester Ave, Port Chester, NY 10573
/40
$7,893,000
- 4 Beds
- 8 Baths
- 9,605 Sq Ft
7 Equestrian Ridge, Newtown, CT 06470

Commandingly sited above the Aspetuck River, this exceptional 9,600+ sq ft cut stone manor offers sweeping views of a 40 acre horse farm and an estate setting rarely available. A long, stately driveway sets a grand first impression, opening to a large courtyard framed by manicured boxwoods. As you enter the home, a grand hall and great room with a dramatic view of the outdoor waterfall

Mary Ann Hebert

BHGRE Gaetano Marra Homes

7 Equestrian Ridge, Newtown, CT 06470
/31
$490,000
- 2 Beds
- 2 Baths
- 1,662 Sq Ft
186 Gillies Ln, Norwalk, CT 06854

Welcome to Ledgebrook, one of Norwalk's most coveted condominium communities, where resort-styled living meets everyday convenience. Surrounded by lush landscaping, mature trees, & picturesque pond, this beautifully maintained community feels like a private retreat while being just minutes from shopping, dining, beaches, SoNo, Metro-North, & I-95. Enjoy exceptional amenities including a sparkling

Todd Auslander

Keller Williams Prestige Prop.

186 Gillies Ln, Norwalk, CT 06854
/33
$525,000

$10K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,874 Sq Ft
39 Clearview Ave, Danbury, CT 06811

Bursting with character inside and out! Charming Cape Cod style home located on a cul de sac in quiet neighborhood with three spacious bedrooms, a formal living, dining room, kitchen, a convenient main-level laundry area with a half bath, a versatile office/den, abundant closet space, two mudrooms with separate access to the backyard, and a sun-drenched sunroom that provides the perfect place to

Deb Lombardo

Coldwell Banker Realty

39 Clearview Ave, Danbury, CT 06811
/23
$324,900

$5K PRICE DROP
- 1 Bed
- 1 Bath
- 782 Sq Ft
34 Crescent St Unit 1D, Stamford, CT 06906

Urban Convenience Meets Modern Comfort: Pristine 1BR Stamford Condo Welcome home to this beautifully updated 1-bedroom, 1-bathroom condominium, where effortless living meets unbeatable location. Situated just one block from the train station, this property is a true commuter's dream. Step inside to find an open-concept, light-filled living area featuring engineered bamboo floors and crown

Urs Klarer

Coldwell Banker Realty

34 Crescent St Unit 1D, Stamford, CT 06906
/21
$799,000
- 3 Beds
- 1 Bath
- 1,616 Sq Ft
6 Great Pond Ln, Redding, CT 06896

Discover a private Mid-Century Modern sanctuary tucked at the end of a cul-de-sac, approached by a quiet wooded lane and set on 2.68 private, rolling acres. Designed to embrace its natural setting, the upper-level living spaces were completely renovated in 2022, with soaring wood ceilings, oak hardwood floors, walls of glass, custom mahogany windows, a massive fireplace, and 2 sets of Andersen

Carolyn Joyce

William Raveis Real Estate

6 Great Pond Ln, Redding, CT 06896
/21
$550,000
- 2 Beds
- 2 Baths
- 2,646 Sq Ft
60 Old Field Rd, Southbury, CT 06488

Welcome to 60 Old Field Road! This light-filled Contemporary Cape style home blends timeless charm with modern updates. Featuring hardwood and ceramic tile flooring, beautiful wood trim, solid wood doors, and fully renovated kitchen with granite countertops, recessed lighting, crown molding and ceiling fan. The upstairs bath offers both a Jacuzzi and separate shower. Whole house security system

Mary Monagan

Century 21 Bette Real Estate

60 Old Field Rd, Southbury, CT 06488
/40
$679,900
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
1770 Stratfield Rd, Fairfield, CT 06825

A beautifully refreshed home with classic New England charm that meets thoughtful modern upgrades. The moment you arrive, you're greeted by curated yard plantings, a freshly seeded, level, fenced backyard that invites everything from weekend gatherings to quiet mornings outdoors. Inside, the first floor opens up into a bright, open floor plan layout designed for how you actually live-connecting

Alan Stewart Jr.

ASJ Realty Partners

1770 Stratfield Rd, Fairfield, CT 06825
/39
$495,000
- 3 Beds
- 1.5 Baths
- 1,160 Sq Ft
48 John St, Trumbull, CT 06611

Timeless charm exudes from this delightful vintage colonial bungalow in desirable, idyllic Long Hill neighborhood. Featuring sweet covered front porch, hardwood floors and solid craftsmanship. Welcoming entry sitting area and living room provides solid wood staircase and brick fireplace. Spacious formal dining room. Sun drenched eat-in kitchen features white painted cabinets, granite counters and

Patricia Walker

Coldwell Banker Realty

48 John St, Trumbull, CT 06611
/24
$686,900

$13K PRICE DROP
- 3 Beds
- 2.5 Baths
- 3,185 Sq Ft
106 Greenwood Ln, Monroe, CT 06468

All Offers will be considered. Please note: Inside photos have been virtually staged to show potential renovation inspiration. Extra Outdoor Heated Woodworking building can be used for a multitude of uses & extra parking... Spacious 3 BR, 2 Full Bath 1 partial single-family home sitting on a gorgeous 1.08-acre lot in Monroe! Relax at home in the light & bright sunroom or on the expansive back

Kimberly Levinson

Higgins Group Real Estate

106 Greenwood Ln, Monroe, CT 06468
/16
$735,000

$104K PRICE DROP
- 6 Beds
- 3 Baths
- 2,476 Sq Ft
140 Terrace Ave, Port Chester, NY 10573

Owner is Motivated and has Authorized a Huge Price Reduction.Prime Mixed-Use Investment Opportunity in the Heart of Port ChesterThis well-located mixed-use building only 5 minutes away from Greenwich, CT. features two fully occupied residential units generating strong, consistent rental income, with current rents below market value—providing immediate upside potential through future

Cosmo Iadanza

E Realty International Corp

140 Terrace Ave, Port Chester, NY 10573
/34
$3,200,000

$700K PRICE DROP
- 3 Beds
- 2 Baths
- 1,933 Sq Ft
6 Hoyt Rd, Sherman, CT 06784

Black Dog Farm, owned by artist Elaine Voghelle, an exceptional estate offering a refined storybook ambiance. The fully restored 1803 Antique Eyebrow Colonial Farmhouse is set on 4.6 acres of prime land along the Appalachian Trail. Renovations throughout the home are executed to the highest standard. The property includes several substantial outbuildings, including a three-level cottage, a

Eric Bergers

William Raveis Real Estate

6 Hoyt Rd, Sherman, CT 06784
/37
$575,000
- 3 Beds
- 2.5 Baths
- 2,093 Sq Ft
47 Martin Rd, Hopewell Junction, NY 12533

Beautifully Maintained 3 Bedroom Home on Private 1.23 Acres. Welcome to this well maintained 3 bedroom, 2 1/2 bath home offering space, comfort, and privacy in a serene setting. Thoughtfully updated with recent improvements, this home is move-in ready and perfect for today’s lifestyle. The main level features a spacious, open concept kitchen complete with elegant marble countertops and stainless

Sharon Sheil

Coldwell Banker Realty

47 Martin Rd, Hopewell Junction, NY 12533
/41
$639,000

$26K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,546 Sq Ft
45 Willow Lake Dr, Holmes, NY 12531

**Lakefront Living at Its Finest on Private Sunset Lake Just over an HOUR to NYC***Featuring a brand new roof, this beautifully maintained 3-bedroom, 2.5-bath lakefront home offers four-season living on private Sunset Lake. Located in Holmes, a hamlet of Pawling, this waterfront retreat combines peaceful surroundings, inviting indoor and outdoor spaces, and convenient access to everything the

Heather Bragg

River to Ridge Rlty Associates

45 Willow Lake Dr, Holmes, NY 12531
/40
$1,799,000

Coming Soon
- 5 Beds
- 3.5 Baths
- 2,732 Sq Ft
239 Beach Rd, Fairfield, CT 06824

Classic Fairfield Colonial, modern luxury, an extraordinary, unbeatable Beach location & NOT IN THE FLOOD ZONE - Welcome home to 239 Beach Road. Enjoy morning coffee, unwind in the evening or step off your stunning wraparound porch w/ an effortless walk to town & the beach. Once inside you will immediately appreciate 9ft ceilings, hardwood floors, custom millwork, built-ins & a cozy fireplace.

Eileen Brown

William Raveis Real Estate

239 Beach Rd, Fairfield, CT 06824
/40
$4,500,000
- 5 Beds
- 4 Baths
- 4,142 Sq Ft
1149 Fairfield Beach Rd, Fairfield, CT 06824

TOES IN THE SAND & SUMMER EVERY DAY. There are waterfront homes-& then there are homes where the water becomes part of everyday life. Welcome to 1149 Fairfield Beach Road, a truly special direct beachfront home appprox 60+/- min from NYC. Thoughtfully designed by a builder for his own family, with an emphasis on capturing the extraordinary waterfront setting. Walls of windows fill the open living

Christine Magliocco

Higgins Group Real Estate

1149 Fairfield Beach Rd, Fairfield, CT 06824
/16
$589,000

$10K PRICE DROP
- 2 Beds
- 2 Baths
- 1,335 Sq Ft
850 E Main St Unit 504, Stamford, CT 06902

Fully remodeled loft-style condominium in the heart of downtown Stamford. Located on the 5th floor, this spacious residence offers soaring vaulted ceilings, abundant natural light, and an open-concept layout designed for modern living. The updated kitchen features quartz countertops, stainless steel appliances, and a large island with seating that flows seamlessly into the living and dining

Christopher Reid

Coldwell Banker Realty

850 E Main St Unit 504, Stamford, CT 06902
/39
$2,299,000
- 4 Beds
- 3 Baths
- 3,669 Sq Ft
90 Fern St, Fairfield, CT 06824

The summer beach listing buyers have been waiting for is Coming Soon to the market! Ideally located in a prime beach setting, FEMA compliant and picture-perfect, this inviting coastal home is set on a gorgeous, level .28-acre lot with stunning native plantings and colorful landscaping with plenty of room for a pool. The current homeowners have thoughtfully enhanced the property, including a

Jackie Davis

William Raveis Real Estate

90 Fern St, Fairfield, CT 06824
/37
$1,150,000

$50K PRICE DROP
- 4 Beds
- 2.5 Baths
- 5,632 Sq Ft
3E E Lake Rd, Danbury, CT 06811

A refined blend of scale, light, and modern comfort, this exceptional Danbury residence is set on 2.65 private acres, offering both architectural presence and everyday livability. A dramatic interior unfolds with soaring 9+ ft ceilings, rich hardwood floors, and a striking vaulted family room with fireplace-creating a true centerpiece for gathering. The chef's kitchen is equally compelling,

Jean Flynn

Luks Realty

3E E Lake Rd, Danbury, CT 06811
/38
$850,000
- 3 Beds
- 2 Baths
- 2,489 Sq Ft
47 South St, Roxbury, CT 06783

Own a piece of history with the distinguished Philo N. Hodge House, a remarkable antique home built in 1833 and proudly added to the National Register of Historic Places in 2024. Rich in character and historic charm, this unique property offers an opportunity to become the next steward of a truly special home. Bring your imagination and vision to this treasured historic property and make it your

Michelle Alvord

Berkshire Hathaway NE Prop.

47 South St, Roxbury, CT 06783
/39
$985,000
- 4 Beds
- 4 Baths
- 3,808 Sq Ft
31 Cedar Grove Rd, Southbury, CT 06488

This is just what you have been waiting for-not your ordinary home! Rare 4-bedroom, 4-full bath stunning colonial in Southbury's highly desirable Cedar Grove neighborhood, situated on a magnificent, 2+ acre parklike lot. Step outside to your private resort featuring an in-ground spa-like pool, fire-pit, multi-level decks with a covered awning, BBQ patio, and a pool house perfect for extra storage

Lorraine Amaral

William Pitt Sotheby's Int'l

31 Cedar Grove Rd, Southbury, CT 06488
/37
$1,049,000

$51K PRICE DROP
- 4 Beds
- 2.5 Baths
- 3,232 Sq Ft
3 Partridge Trail, Sherman, CT 06784

Set back on a tranquil cul-de-sac enclave of prestigious Hubbell Mountain Farm North this 4 bedroom, 2.5 bath Custom Colonial offers the ultimate carefree lifestyle, blending modern elegance with vintage character. Situated on 9.24 wooded acres, the property boasts mature, colorful trees, sprawling stone walls, and an expansive composite deck with serene country views. Inside, an open floor plan

Lorraine Amaral

William Pitt Sotheby's Int'l

3 Partridge Trail, Sherman, CT 06784
/35
$599,000
- 3 Beds
- 2 Baths
- 2,035 Sq Ft
64 Gates Dr, Patterson, NY 12563

Welcome home to this inviting 3-bedroom raised ranch offering lake rights to Putnam Lake and located within the Brewster School District. Set on over 2 private acres, this home offers a wonderful combination of space, comfort, and indoor-outdoor living. The bright, open floor plan features hardwood floors throughout the main living areas, creating an easy flow for everyday living and

Marcie Nolletti

Coldwell Banker Realty

64 Gates Dr, Patterson, NY 12563
/3
$49,990

$15K PRICE DROP
- Land
- 1.79 Acres
- $27,927 per Acre
552 Holmes Rd, Holmes, NY 12531

Currently raw land waiting to be developed for single family house . Much of the property would remain natural but can be used for ATV, and other outdoor activities. Very close drive to route 84. Will need BOHA

Philip Bisesto

HomeSmart Homes & Estates

552 Holmes Rd, Holmes, NY 12531
/25
$1,195,000
- 3 Beds
- 3.5 Baths
- 2,756 Sq Ft
994 Shippan Ave Unit B, Stamford, CT 06902

Welcome to 994 Shippan Avenue, Unit B-where spacious living, everyday convenience, and the unmistakable coastal lifestyle of Shippan Point come together. This beautifully designed residence offers three bedrooms, each with its own private en-suite bathroom, plus two additional half baths-one conveniently located on the main level and another in the finished lower level. The versatile lower level

Joseph Pasquino

Compass Connecticut, LLC

994 Shippan Ave Unit B, Stamford, CT 06902
/21
$383,000
- 2 Beds
- 1.5 Baths
- 1,742 Sq Ft
166 Old Brookfield Rd Unit 34-7, Danbury, CT 06811

Welcome to Summit View! This bright and inviting two-bedroom townhome offers comfortable, low-maintenance living in a convenient Danbury location. Enjoy abundant natural light, peaceful forest views in three seasons, and the privacy of having no neighbors above or below. The finished walk-out basement provides valuable additional living space. Recent updates include a new washer and dryer in

Paul Mucci

Coldwell Banker Realty

166 Old Brookfield Rd Unit 34-7, Danbury, CT 06811
/34
$900,000
- 8 Beds
- 3 Baths
- 2,969 Sq Ft
15 Edlie Ave, Norwalk, CT 06855

Opportunity awaits with this multi-family property located in Norwalk. The 1st floor unit features a spacious living room, dining room, kitchen, walk in closet, primary bedroom and additional bedroom and access to a private walk out porch. The second floor unit is currently occupied by a month to month tenant. This unit offers a kitchen, 2 bedrooms, access to a finish attic with 2 additional

Joanna Escobar

Century 21 Scala Group

15 Edlie Ave, Norwalk, CT 06855
/11
$229,000
- Land
- 6.63 Acres
- $34,540 per Acre
Lot 25 Brady Brook Farm Rd, Pawling, NY 12564

Come build your dream home on this 6.63-acre Board of Health–approved lot in the desirable Brady Brook Falls community of Pawling. Approved for a 5-bedroom home, this property offers the perfect setting for those seeking privacy while remaining just minutes from all the conveniences the Town of Pawling has to offer. Enjoy easy access to Route 22, Route 55, Metro-North, shopping, the charming

Shannon Tully

McGrath Realty Inc

Lot 25 Brady Brook Farm Rd, Pawling, NY 12564
/43
$19,950,000

$1M PRICE DROP
- 8 Beds
- 12 Baths
- 14,071 Sq Ft
8 Fox Run Ln, Greenwich, CT 06831

Perfectly sited on a quiet lane minutes from Greenwich Avenue, this 2024 SBP home offers serenity on nearly 5.5 gated acres. Walls of glass flood the interiors with natural light, highlighting 7'' white oak floors, a dramatic foyer, Calacatta marble fireplaces and Bocci lighting across 11,000+ sq ft. The open plan features a Bulthaup kitchen, living room with bar, and main-level bedroom suite or

Megan Sullivan

Douglas Elliman of Connecticut

8 Fox Run Ln, Greenwich, CT 06831
/34
$2,750,000
- 8 Beds
- 8 Baths
- 10,302 Sq Ft
91 Dogwood Ln, Stamford, CT 06903

Welcome to your private oasis in prestigious North Stamford - a rare opportunity to purchase a beautifully maintained 10,000+ square foot estate nestled on a flat, landscaped 2-acre parcel. Offering 7 spacious bedrooms, 6 full bathrooms, and 2 half baths, this unique custom built in contemporary ranch impresses with soaring vaulted ceilings, high ceilings throughout, a first-floor en-suite,

Iacovos Spirou

inSpirou Group

91 Dogwood Ln, Stamford, CT 06903
/3
$799,000

$51K PRICE DROP
- 8 Beds
- 5.5 Baths
- 2,400 Sq Ft
Unlisted Address

Fantastic Investment Property for Sale in Bridgeport!Located at 156 Columbia Street, this versatile investment property is a prime opportunity in a growing area. With easy access to major roadways, this site benefits from strong visibility and traffic flow. The property features spacious interiors suitable for various business types, including retail, offices, or service-oriented establishments.

Alexander Galvez

Century 21 Galvez

Unlisted Address
/40
$924,900
- 5 Beds
- 3.5 Baths
- 4,415 Sq Ft
64 Grist Mill Rd, Monroe, CT 06468

Welcome to this custom-built Colonial located on three acres of land. This sought-after neighborhood offers plenty of space with 5 bedrooms and 3.5 bathrooms. The home features a first-floor full in-law suite, ideal for generating rental income or providing additional space for parents, nannies, or grown children, offering exceptional flexibility. The main house includes a spacious kitchen with

Tanya Uhelsky

Century 21 AllPoints Realty

64 Grist Mill Rd, Monroe, CT 06468
/36
$3,550,000
- 6 Beds
- 6.5 Baths
- 6,751 Sq Ft
9 N Ridge Rd, Westport, CT 06880

In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined

Susan Lieberman

The Riverside Realty Group

9 N Ridge Rd, Westport, CT 06880
/38
$499,000
- 3 Beds
- 2 Baths
- 1,760 Sq Ft
444 Candlewood Lake Rd N, New Milford, CT 06776

Candlewood Point community offers beach/lake access with kayak racks, swimming, fishing and boating. Your private beach includes a basketball court, picnic table area and nice beach with a dock. This three-bedroom, two full bath, raised ranch offers Pergo floors in the living and dining rooms and hardwood in the bedrooms. The lower level consists of an additional 576 SqFt of living area. The

Chris LaCava

Coldwell Banker Realty

444 Candlewood Lake Rd N, New Milford, CT 06776

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