Western Connecticut Planning Region, CT Homes for Sale

/24
$590,000
- Land
- 63.9 Acres
- $9,233 per Acre
489 Grape Hollow Rd, East Fishkill, NY 12531

Calling out for BUILDERS, HUNTERS, MULTI FAMILY HOMES OR LUXURY home owner desiring total privacy!! 63.9 acres of woodland in the Hudson Valley, undeveloped parcel. Prior approval ( needs to be updated by the buyer and engineer ) by the town for a 4 parcel to a 10 plot subdivision and has 3 wells drilled on parcels already, build less homes as desired with larger land parcels. OR Build a dream

Philip Bisesto

HomeSmart Homes & Estates

(845) 683-5349

489 Grape Hollow Rd, East Fishkill, NY 12531
/33
$9,750,000
- Land
- 558.35 Acres
- $17,462 per Acre
225 Route 22, Pawling, NY 12564

Unparalleled Opportunity Awaits! Discover this breathtaking 558+ acre parcel, just 90 minutes from Manhattan, offering a canvas of endless possibilities for personal and commercial endeavors. Whether you envision a sprawling family compound or a premier commercial facility, this land is primed for your dreams. Featuring level terrain, extensive trails, and vibrant pastures, this property is

Shaylene Neumann

Houlihan Lawrence Inc.

(845) 377-2512

225 Route 22, Pawling, NY 12564
/2
$59,999
- Land
- 0.25 Acre
- $239,996 per Acre
5 Hillview Dr W, New Fairfield, CT 06812

Undeveloped quarter acre lot available in desirable community on New Fairfield's west side. No testing has been done.

Jean Flynn

Luks Realty

(203) 806-7016

5 Hillview Dr W, New Fairfield, CT 06812
/2
$249,900
- Land
- 23.68 Acres
- $10,553 per Acre
6 Tulip Tree Ln, Bethlehem, CT 06751

Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 4-6 plots available for freestanding residential homes! Owner will sell as a package or staggered sales over time. Owner financing possible with qualified builder. Cul de sac community with existing homes and the 4-6 additional home sites that are currently for sale. Maps attached!

Tim Drakeley

Drakeley Real Estate, Inc.

(203) 902-2693

6 Tulip Tree Ln, Bethlehem, CT 06751
/35
$1,195,000 Coming Soon
- 4 Beds
- 4 Baths
- 3,118 Sq Ft
99 Chicken St, Wilton, CT 06897

Privately set on 2 picturesque acres, this charming Col Farmhouse offers the perfect balance of quiet country living & everyday convenience, just mins to town, schools, & train. Welcoming front porch sets the tone, inviting slow mornings with coffee & peaceful views of the surrounding landscape. Inside, a gracious entry leads to a formal Living Rm with fireplace & a sun-drenched den or home

Libby Tritschler

William Raveis Real Estate

(475) 255-6604

99 Chicken St, Wilton, CT 06897
/40
$2,595,000 Coming Soon
- 5 Beds
- 5.5 Baths
- 6,100 Sq Ft
32 Steep Hill Rd, Weston, CT 06883

This restored, 6,100sf, expanded 18th century farmhouse commands a view of its 1.24 acre, brook-fed lake, expansive lawn, raised beds and 400 ft. bleached stone driveway. Those features read: Big Tented Celebration, Fabulous Local Tomatoes. The former NYC chef's kitchen is open to the entertaining areas' 5 rooms that circle around the heartbeat that makes a home feel and taste just right. A

Mark Gilrain

Brown Harris Stevens

(475) 348-7574

32 Steep Hill Rd, Weston, CT 06883
/36
$950,000 Coming Soon
- 4 Beds
- 4 Baths
- 3,772 Sq Ft
4B Turkey Roost Rd, Sandy Hook, CT 06482

Discover one of Sandy Hook's most exceptional and rarely available properties. Tucked away on a quiet, tree-lined street, this stunning 2019-Colonial sits on 1.24 acres within a private enclave. As you travel down the long, private driveway, the noise fades, your shoulders relax, and the weight of the day slips away. You don't just arrive - you exhale. Step inside and the feeling deepens.

Rachel Jones

Jason Mitchell Real Estate Connecticut LLC

(475) 259-7749

4B Turkey Roost Rd, Sandy Hook, CT 06482
/4
$700,000 Coming Soon
- 4 Beds
- 2.5 Baths
- 3,008 Sq Ft
12 Timber Springs Rd, New Fairfield, CT 06812

Welcome to this beautifully maintained home nestled on a quiet cul-de-sac in the sought-after Timber Springs neighborhood of New Fairfield! Set on a private 2-acre lot with a welcoming circular driveway, this spacious residence offers updated living spaces perfect for today's lifestyle. The inviting family room features a cozy pellet stove, while the modern kitchen and baths provide comfort and

Omar Harper

Epique Realty LLC

(475) 445-1667

12 Timber Springs Rd, New Fairfield, CT 06812
/29
$6,000,000 Coming Soon
- 6 Beds
- 8 Baths
- 6,998 Sq Ft
9 Frost Rd, Greenwich, CT 06830

Exquisitely renovated Cotswold-style manor on a private road, blending timeless charm with modern elegance. Set on two serene, landscaped acres overlooking Horseneck Brook, this home offers tranquility and understated sophistication. A gourmet kitchen anchors the home with high-end finishes and seamless flow for everyday living and entertaining. French doors from the living, dining, and kitchen

Linna Yuen

Coldwell Banker Realty

(475) 252-8941

9 Frost Rd, Greenwich, CT 06830
/28
$530,000
- 3 Beds
- 1.5 Baths
- 1,706 Sq Ft
58 Pine Dr, Pawling, NY 12564

Tucked away at the end of a quiet cul-de-sac, this beautifully maintained home sits on 2.87 acres of mostly level, private property—offering the perfect blend of peaceful surroundings and everyday convenience. Step into a bright and welcoming main living area featuring a sun-filled living room with an oversized picture window framing peaceful views of the front lawn, and a dining room with

Teddie Leonaggeo

McGrath Realty Inc

(845) 299-0848

58 Pine Dr, Pawling, NY 12564
/39
$999,000
- 4 Beds
- 3.5 Baths
- 4,599 Sq Ft
17 Curtis Dr, Sherman, CT 06784

Welcome to 17 Curtis Drive, a serene and private retreat tucked away on a quiet cul-de-sac in the picturesque town of Sherman, CT. Set on a beautifully wooded 2.03-acre lot just minutes from Candlewood Lake and the New York border, this unique property offers both a charming 3-bedroom, 3-bath main residence and a separate 1-bedroom, 1-bath studio apartment-perfect for flexible living

Shaylene Neumann

Houlihan Lawrence

(860) 864-5648

17 Curtis Dr, Sherman, CT 06784
/17
$775,000 Open Tue 11AM - 1:30PM
- 2 Beds
- 2 Baths
- 1,218 Sq Ft
148 Putnam Park Unit 148, Greenwich, CT 06830

Nestled within the sought-after Putnam Park community in the heart Greenwich, this sun-drenched 2-bedroom, 2-bathroom co-op offers effortless, single-level living in a serene, park-like setting. Spanning over 1,200 square feet, the residence features three exposures, filling the home with natural light throughout the day.The open floor plan creates a seamless flow between living and dining

Michael Carey

Sotheby's International Realty

(475) 265-6065

148 Putnam Park Unit 148, Greenwich, CT 06830
/34
$869,900 Open Sat 12PM - 2PM
- 9 Beds
- 3 Baths
- 2,922 Sq Ft
219 Orland St Unit 221, Bridgeport, CT 06605

Exceptional opportunity to own a well-maintained 3-family home in the highly sought-after Black Rock section of Bridgeport. Situated on a rare double lot, this property offers abundant outdoor space along with ample off-street parking-an uncommon and valuable feature in the area. Roof, siding, windows and all 3 high efficiency Navien boilers were replaced 2 years ago. All apartments were recently

Jorge Cintron

Vylla Home (CT) LLC

(475) 473-8158

219 Orland St Unit 221, Bridgeport, CT 06605
/34
$3,550,000 Open Sat 1PM - 3PM
- 5 Beds
- 4.5 Baths
- 4,602 Sq Ft
10 Winding Ln, Westport, CT 06880

Experience the pinnacle of luxury living in this exceptional 4,600 sq ft, 5-bedroom home, ideally located in highly sought-after Old Hill. Perfectly positioned on a pristine 1-acre lot, this stunning home offers a rare "walk-to-everything" lifestyle-just steps from shopping, top-rated restaurants, and Earthplace. Designed for both elegant entertaining and everyday comfort, the home features an

Susan Lieberman

The Riverside Realty Group

(475) 255-2758

10 Winding Ln, Westport, CT 06880
/24
$1,175,000
- 3 Beds
- 2 Baths
- 1,796 Sq Ft
159 Merryall Rd, New Milford, CT 06776

Escape the noise of the city... Located in the scenic Merryall section of New Milford, this fully renovated riverfront estate offers a rare opportunity to own a private retreat where luxury, nature, and lifestyle converge. Set on 6 acres with the West Aspetuck River flowing through the property, this home delivers the kind of tranquility and privacy that's increasingly sought after-yet just a

Arian Hoxha

Serhant Connecticut, LLC

(860) 419-0370

159 Merryall Rd, New Milford, CT 06776
/40
$375,000
- 1 Bed
- 1.5 Baths
- 1,071 Sq Ft
50 Glenbrook Rd Unit 5G, Stamford, CT 06902

CITY LIVING AT IS BEST! Affordable convenient city living close to vibrant downtown Stamford. Secure doorman building. Spacious 1 bedroom, 1 and 1/2 bath condo with slider to private screened balcony. End Unit. Laminate floors throughout. Private parking in space # 57 plus guest parking available. This light filled end unit offers an open floor plan, large living room, separate dining area,

Jim Cullinan

Coldwell Banker Realty

(475) 250-2917

50 Glenbrook Rd Unit 5G, Stamford, CT 06902
/39
$559,900 Open Sat 12PM - 3PM
- 3 Beds
- 2 Baths
- 1,650 Sq Ft
11 N Hearthstone Dr, Bethel, CT 06801

Welcome to this beautifully maintained home, ideally situated at the end of a quiet cul-de-sac in a highly desirable Chimney Heights neighborhood. Set on a level .47-acre lot, the property offers a spacious backyard perfect for play, gardening, and effortless entertaining. Inside, you'll find over 1,650 square feet of comfortable living space across three levels. The home is filled with natural

Kim Gifford

Coldwell Banker Realty

(475) 251-7813

11 N Hearthstone Dr, Bethel, CT 06801
/15
$295,000
- 1 Bed
- 1 Bath
- 939 Sq Ft
50 Glenbrook Rd Unit 1F, Stamford, CT 06902

Welcome to 50 Glenbrook Road #1F, a move-in ready 1-bedroom condominium in a convenient Stamford location. This bright and inviting unit offers a spacious layout with generously sized rooms, an updated feel, and abundant natural light throughout. The well-appointed kitchen provides ample cabinet space and opens to a comfortable dining area, while the living space is perfect for everyday living

Adam Wagner

Keller Williams Prestige Prop.

(475) 472-9228

50 Glenbrook Rd Unit 1F, Stamford, CT 06902
/26
$775,000
- 4 Beds
- 3 Baths
- 2,586 Sq Ft
16 Young Rd, Katonah, NY 10536

This is the kind of property people dream about! Set far back from the road down a long tree-lined driveway, this special retreat sits on over 3 breathtaking acres overlooking the Muscoot Reservoir—an extraordinary setting where nature, privacy, and wide-open skies take center stage. Start your mornings with coffee while listening to birdsong. Spend afternoons gardening or simply relaxing in the

Sheri Wolfe

Berkshire Hathaway HS NY Prop

(914) 353-3306

16 Young Rd, Katonah, NY 10536
/39
$649,000
- 3 Beds
- 2.5 Baths
- 2,159 Sq Ft
20 Great Hill Dr Unit 20, Bethel, CT 06801

This stunning luxury 3-bedroom, 2.5-bath townhouse offers an exceptional blend of elegance and comfort with a thoughtfully designed open floor plan. The inviting living room features a cozy fireplace, perfect for relaxing or entertaining. An eat-in kitchen boasts a charming French door that opens to private western-facing views, filling the space with natural light and beautiful sunsets. A formal

Jay Streaman

RE/MAX Right Choice

(475) 445-2238

20 Great Hill Dr Unit 20, Bethel, CT 06801
/49
$7,750,000
- 4 Beds
- 4.5 Baths
- 6,600 Sq Ft
52 Ridge St, Greenwich, CT 06830

Welcome to this custom Charles Hilton-designed stone Georgian style masterpiece in the heart of downtown Greenwich. Completed in 2018, this exceptional custom home perfectly balances classic architecture with modern luxury across four levels served by an elevator. Set on .33 acres, it offers sweeping views of downtown and glimpses of the Long Island Sound. A dramatic central staircase connects

Megan Sullivan

Douglas Elliman of Connecticut

(475) 471-1130

52 Ridge St, Greenwich, CT 06830
/29
$699,000
- 4 Beds
- 1.5 Baths
- 1,428 Sq Ft
24 Deepwood Ln, Norwalk, CT 06854

Charming Cape on Quiet Cul-de-sac with Modern Updates. Nestled on a peaceful cul-de-sac, this charming Cape offers a serene retreat with numerous recent updates. The well maintained home boasts a newer roof, siding, and windows, providing both style and peace of mind. Inside, you'll find a spacious layout with 4 bedrooms and 1 full bath plus an additional half bath for convenience. The

Jay Streaman

RE/MAX Right Choice

(475) 252-4939

24 Deepwood Ln, Norwalk, CT 06854
/40
$795,000
- 4 Beds
- 2 Baths
- 2,045 Sq Ft
385 Samp Mortar Dr, Fairfield, CT 06824

This beautifully maintained home offers comfort, functionality, and inviting spaces throughout. The main level features an ideal flow for everyday living and entertaining, with a well-designed kitchen, dedicated dining room, and a spacious living room with a cozy fireplace. A first-floor bedroom with adjacent full bath provides flexibility for guests or multi-generational living. The finished

Amy Waugh Curry ABR CRS GRI

Berkshire Hathaway NE Prop.

(475) 405-3218

385 Samp Mortar Dr, Fairfield, CT 06824
/38
$925,000
- 4 Beds
- 2 Baths
34 Old Bedford Rd, Goldens Bridge, NY 10526

Welcome to a truly rare opportunity in the heart of Goldens Bridge, two-family duplex home ideal for multigenerational living or generating rental income. Nestled on nearly an acre of level land, this charming brick duplex offers flexibility, privacy, and unbeatable convenience. Property includes two spacious 2-bedroom units. The first floor is freshly painted with polished original hardwood

Peter Quartironi

RE/MAX Town & Country

(914) 228-9547

34 Old Bedford Rd, Goldens Bridge, NY 10526
/38
$475,000
- 4 Beds
- 1 Bath
- 1,836 Sq Ft
242 Bacon Pond Rd, Woodbury, CT 06798

Charming antique home in the heart of Woodbury with a separate legal 700 sq. ft. apartment over the detached 2-car garage, offering excellent rental income potential. Full of vintage character, this special property features wide board antique flooring, original details, built-ins, and three fireplaces, including one in the cozy eat-in kitchen. Set on a gorgeous long, treed in-town lot, the

Tim Drakeley

Drakeley Real Estate, Inc.

(475) 882-8908

242 Bacon Pond Rd, Woodbury, CT 06798
/7
$995,000 New Construction
- 4 Beds
- 4.5 Baths
- 3,000 Sq Ft
45 Sterling St, Fairfield, CT 06825

New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

Jessica Lane

Serhant Connecticut, LLC

(475) 264-4472

45 Sterling St, Fairfield, CT 06825
/7
$995,000 New Construction
- 4 Beds
- 4.5 Baths
- 3,000 Sq Ft
51 Sterling St, Fairfield, CT 06825

New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

Jessica Lane

Serhant Connecticut, LLC

(475) 265-5683

51 Sterling St, Fairfield, CT 06825
/7
$995,000 New Construction
- 4 Beds
- 4.5 Baths
- 3,000 Sq Ft
53 Sterling St, Fairfield, CT 06825

New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

Jessica Lane

Serhant Connecticut, LLC

(475) 269-4997

53 Sterling St, Fairfield, CT 06825
/40
$1,149,000 New Construction
- 4 Beds
- 3 Baths
- 3,244 Sq Ft
109 Codfish Hill Rd, Bethel, CT 06801

Immediate occupancy.This custom contemporary home with over 3200 sq ft, set on a beautiful 2.43 level lot, blends open design with exceptional craftsmanship and attention to detail throughout. Built by a highly respected builder known for quality workmanship, this residence offers the perfect balance of style, comfort, and functionality. Step inside to discover 9-foot ceilings and a bright, open

Jay Streaman

RE/MAX Right Choice

(203) 717-4378

109 Codfish Hill Rd, Bethel, CT 06801
/14
$1,174,900 New Construction
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
27 Suzanne Cir, Fairfield, CT 06825

BEST VALUE IN THE UNIVERSITY AREA FOR NEW CONSTRUCTION! Built by a highly regarded local builder, this stunning 3,000 SF end-unit half duplex is tucked away on a quiet cul-de-sac and offers three levels of beautifully designed living. High-end finishes abound, including hardwood floors, 9 foot ceilings on the main level, and thoughtfully designed details throughout. The main level of living

Jackie Davis

William Raveis Real Estate

(203) 990-1795

27 Suzanne Cir, Fairfield, CT 06825
/40
$4,495,000 New Construction
- 6 Beds
- 9 Baths
- 9,700 Sq Ft
21 Warnock Dr, Westport, CT 06880

This striking architectural design meets refined luxury in a meticulously crafted 9,700+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern sophistication w/ premium finishes,

Brett Lieberman

The Riverside Realty Group

(203) 717-5836

21 Warnock Dr, Westport, CT 06880
/18
$2,199,000 New Construction
- 4 Beds
- 3.5 Baths
- 4,800 Sq Ft
109 Signal Hill Rd, Wilton, CT 06897

New Construction, just started this Farmhouse/Colonial with 4800 square feet. This Open Floor plan offer a two-story entry Foyer with a formal Dining Room and Living Room on either side. A modern open Kitchen with center island and informal dining area that flows into the Family Room with gas fireplace. Upstairs, the Primary Bedroom suite is generous, complete with a luxurious Closet space and an

Kevin O'Brien

O'Brien Premier Properties

(475) 291-4445

109 Signal Hill Rd, Wilton, CT 06897
/7
$995,000 New Construction
- 4 Beds
- 4.5 Baths
- 3,000 Sq Ft
47 Sterling St, Fairfield, CT 06825

New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

Jessica Lane

Serhant Connecticut, LLC

(475) 323-6643

47 Sterling St, Fairfield, CT 06825
/25
$309,990 Open Sat 1PM - 3PM
- 2 Beds
- 2.5 Baths
- 1,316 Sq Ft
54 Clubhouse Dr Unit 54, Woodbury, CT 06798

Welcome to this light-filled and beautifully maintained townhome in the highly sought-after Woodlake community in Woodbury. Spanning three levels, this inviting home offers a rare blend of space, comfort, and seasonal views of Wood Lake. The main level features a spacious living and dining area anchored by a striking floor-to-ceiling fireplace, enhanced with a wood-burning insert (2021). Sliding

Henrik K Kjaer Keller Williams Realty

54 Clubhouse Dr Unit 54, Woodbury, CT 06798
/40
$1,295,000 Open Sat 12:30PM - 1:30PM
- 6 Beds
- 4 Baths
- 4,799 Sq Ft
168 Park Ave, Harrison, NY 10528

Presenting a rare opportunity to own a well-maintained, versatile two-family residence in the highly desirable town of Harrison, offering the perfect balance of comfortable living and income potential. The main level features a spacious three-bedroom, two-bath home with a natural flow ideal for everyday living and entertaining. Highlights include separate dining and living rooms, a fireplace, and

Philip Simonetti Redfin Real Estate

168 Park Ave, Harrison, NY 10528
/27
$185,000
- 1 Bed
- 1 Bath
- 620 Sq Ft
45 West St Unit 13, New Milford, CT 06776

Welcome to 45 West St Unit 202A in New Milford, a beautifully maintained apartment filled with natural light and distinctive character. Exposed beams throughout create a warm, inviting atmosphere, perfectly complemented by newer flooring that adds a fresh, modern touch. The open layout offers comfortable living and dining spaces, ideal for both everyday living and entertaining. Large windows

Karen Gilmore Redfin Corporation

45 West St Unit 13, New Milford, CT 06776
/30
$700,000 Open Sat 12PM - 2PM
- 4 Beds
- 2.5 Baths
- 2,202 Sq Ft
95 Obtuse Hill Rd, Brookfield, CT 06804

Welcome Home to 95 Obtuse Hill Road, a privately set Colonial in desirable Brookfield, CT. Beautifully sited on 2.21 acres in a serene, park-like setting, this updated 4 bedroom, 2.1 bath residence offers the perfect balance of space, comfort, and privacy. A crushed stone driveway leads to the home, surrounded by mature trees and a spacious, level yard. Inside, 2,202 square feet of thoughtfully

Chip & Heather Neumann Houlihan Lawrence

95 Obtuse Hill Rd, Brookfield, CT 06804
/39
$1,675,000
- 5 Beds
- 6.5 Baths
- 6,034 Sq Ft
40 Wildwood Rd, Stamford, CT 06903

Step into timeless elegance with this 6,034 sq. ft. Colonial masterpiece, featuring a legally finished 2638 square foot walk-out basement over lower level. Set behind stately stone pillars, the home welcomes you with a sweeping driveway, manicured gardens, and a pool site ready for your dream oasis. Inside, a sun-drenched, two-story marble foyer sets the stage for stunning architectural details

Ken Wile Redfin Corporation

40 Wildwood Rd, Stamford, CT 06903
/29
$835,000
- 4 Beds
- 2 Baths
- 2,462 Sq Ft
8 Dorset Rd, Norwalk, CT 06851

Welcome to 8 Dorset Road, a secluded Norwalk sanctuary located in the Wolfpit neighborhood of Cranbury where peaceful tranquility meets everyday convenience. Nestled on a picturesque corner lot directly across from a protected wooded town reserve, this home offers a rare sense of privacy and a serene connection to nature - all just minutes from Metro-North, major commuting routes, neighborhood

Wende Foreman William Pitt Sotheby's Int'l

8 Dorset Rd, Norwalk, CT 06851
/33
$215,000
- 1 Bed
- 1 Bath
- 856 Sq Ft
333 Vincellette St Unit 27, Bridgeport, CT 06606

This bright 1 bedroom condo is located in a complex known for its inviting pool area, a great place to relax during the warmer months. The living room is large and features built-ins. The kitchen has new appliances. Just off the kitchen, a nice breakfast/dining area leads directly to the terrace, making it the perfect spot to enjoy your morning coffee or relax while taking in the view from the

Marcelle Sahossi Keller Williams Prestige Prop.

333 Vincellette St Unit 27, Bridgeport, CT 06606

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