Homes for Sale near Western Middle School

/57
$14,495,000
- 7 Beds
- 11 Baths
- 14,000 Sq Ft
532 Round Hill Rd, Greenwich, CT 06831

Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and

Danielle Malloy

Serhant Connecticut LLC

532 Round Hill Rd, Greenwich, CT 06831
Explore Western Middle School
/26
$1,775,000

$625K PRICE DROP
- 4 Beds
- 4 Baths
- 2,280 Sq Ft
9 Columbus Ave, Greenwich, CT 06830

Rare Greenwich opportunity! This side-by-side duplex at 9 Columbus Ave sits on a quiet dead-end street in Chickahominy - offering the perfect house-hack setup: live in one unit and rent the other, or hold both as a turnkey investment. Each unit features 2 bedrooms and 1.5 baths across 1,112 sq ft of well-designed living space, for a total of 2,280 sq ft. Built in 1997, this move-in ready property

Arian Hoxha

Serhant Connecticut, LLC

9 Columbus Ave, Greenwich, CT 06830
/31
$749,000
- 2 Beds
- 1.5 Baths
- 1,302 Sq Ft
29 Division St W Unit 3, Greenwich, CT 06830

Welcome home to this beautifully refreshed, 2-bedroom corner townhouse condo nestled in a highly sought-after, well-maintained complex. Boasting low common charges and an unbeatable location, this townhouse condo offers the perfect blend of coastal living and commuter convenience. Features an extra office/den, easily customizable as a possible 3rd bedroom or remote workspace. Anchor your evenings

Glenn Marr

Marr and Caruso Realty Group

29 Division St W Unit 3, Greenwich, CT 06830
/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
/39
$2,250,000
- 6 Beds
- 4.5 Baths
- 2,990 Sq Ft
241 Pemberwick Rd, Greenwich, CT 06831

Completely reimagined and move-in ready, this spacious 6-bedroom, 4 full and 1 half bath home offers nearly 3,000 square feet of versatile living on a peaceful, private 0.33-acre lot in desirable Greenwich. Thoughtfully expanded and extensively updated, it blends modern comfort with timeless appeal with many recent improvements. The main level features four bedrooms, 2.5 baths, a welcoming living

Jared Randall Redfin Corporation

241 Pemberwick Rd, Greenwich, CT 06831
/27
$1,249,000
- 4 Beds
- 2 Baths
- 2,228 Sq Ft
22 Lyon Ave, Greenwich, CT 06830

Welcome to 22 Lyon Avenue, where location, lifestyle, and income potential come together in the heart of Greenwich. Tucked away on a quiet cul-de-sac, this beautifully maintained two-family offers two spacious 2-bedroom, 1-bath residences, each with its own washer and dryer. With incredibly low property taxes, a proven history of strong Airbnb and rental income, and the first-floor unit currently

Michael Spindler Real Broker CT

22 Lyon Ave, Greenwich, CT 06830
/53
$5,450,000
- 6 Beds
- 9 Baths
- 7,738 Sq Ft
897 Lake Ave, Greenwich, CT 06831

This exceptional contemporary home on a quiet cul-de-sac has been transformed with a complete meticulous custom renovation. The dramatic yet highly functional home is being offered fully furnished with Roche Bobois furniture in addition to Barovier & Toso Venetian light fixtures throughout the home. The beautiful parklike grounds encompass 4 acres including a tennis court, pool with spa and large

Christopher Finlay Brown Harris Stevens CT, LLC

897 Lake Ave, Greenwich, CT 06831
/28
$24,000,000
- 10 Beds
- 16 Baths
- 15,820 Sq Ft
5 & 7 John St, Greenwich, CT 06831

Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of

Shelly Tretter Lynch Compass Connecticut, LLC

5 & 7 John St, Greenwich, CT 06831
/36
$3,895,000
- 3 Beds
- 3.5 Baths
- 3,200 Sq Ft
46 Stonehedge Dr S, Greenwich, CT 06831

King Merritt Country Retreat on the Lake -New architecturally designed modern lakefront home offers effortless one-level living with a seamless open floor plan, soaring vaulted ceilings, oversized windows, and tranquil lake views. Designed in 2026 for both everyday living and entertaining, the chef's kitchen features Sub-Zero and Miele appliances, a dramatic 12-foot quartz waterfall island, and

Denise Rosato Coldwell Banker Realty

46 Stonehedge Dr S, Greenwich, CT 06831
/44
$1,590,000
- 2 Beds
- 3 Baths
- 2,406 Sq Ft
30 Chapel St, Greenwich, CT 06831

Original farm house (unit 1) was renovated in 2018. The tiled entry leads to the family room w adjoining dining room and full bath.. Kitchen features modern white cabinets, quartz countertops, stainless steel appliances and separate pantry. Second floor features a landing leading to the bedroom with ensuite bath and large office/WIC. Separate laundry area and door to access the rear yard. 3rd

Michael Thornton White Oak Realty, Inc.

30 Chapel St, Greenwich, CT 06831
/27
$7,599,000

$396K PRICE DROP
- 5 Beds
- 8 Baths
- 9,716 Sq Ft
24 Stillman Ln, Greenwich, CT 06831

Sport lovers dream - Set on a quiet cul-de-sac within Sherwood Farms, this custom-built 2013 residence offers four finished levels of thoughtfully designed living space paired with exceptional recreational and lifestyle amenities. High ceilings, abundant natural light and seamless flow define the main level, where formal living and dining rooms connect effortlessly to an expansive open-concept

Amanda Bates Houlihan Lawrence Inc.

24 Stillman Ln, Greenwich, CT 06831
/57
$4,950,000

$450K PRICE DROP
- 5 Beds
- 9 Baths
- 8,603 Sq Ft
20 Oak St, Greenwich, CT 06831

Set on a quiet private lane, this 8,600-square-foot residence spans four finished levels with elevator access throughout. A marble entry gallery with soaring ceilings introduces expansive living and entertaining spaces, including a formal dining room with wet bar, chef's kitchen with Viking, Bosch, and Sub-Zero appliances, and a sunlit family room opening to outdoor dining areas. The home offers

Matthew Tallett Brown Harris Stevens CT, LLC

20 Oak St, Greenwich, CT 06831
/43
$1,695,000
- 4 Beds
- 2.5 Baths
- 2,914 Sq Ft
16 Dale Dr, Greenwich, CT 06831

Timeless curb appeal blends with a tastefully updated and renovated interior designed foreffortless everyday living and entertaining in this stylish four-bedroom Colonial with Trex deck, quiet backyard and seasonal second floor River views on a cul-de-sac near schools, shops, park, trains and highway. Sundrenched interior features chef's kitchen with Quartz clad center island offering seating

Deborah Needle Houlihan Lawrence

16 Dale Dr, Greenwich, CT 06831
/24
$1,595,000
- 4 Beds
- 3.5 Baths
- 2,674 Sq Ft
151 Hamilton Ave, Greenwich, CT 06830

Beautifully refreshed, this inviting 4-bedroom home blends classic character with modern comfort just moments from downtown Greenwich. As one of only two homes in a Planned Unit Development, this charming home features an updated kitchen that opens to a comfortable family room, along with a welcoming living room and formal dining room - ideal for both everyday living and entertaining. The second

Joanne Mancuso Houlihan Lawrence

151 Hamilton Ave, Greenwich, CT 06830
/22
$1,500,000
- 5 Beds
- 3 Baths
- 2,208 Sq Ft
18 Sherman Ave, Greenwich, CT 06830

Wonderful opportunity to own a well-maintained two-family home in Greenwich! Situated on a level 0.21-acre lot with front and back yards and a detached 2-car garage. Unit 1 offers 2 bedrooms, 1.5 baths, living room, dining room, kitchen, and in-unit washer/dryer. Unit 2 features 3 bedrooms, 2 baths, living room, dining room, kitchen, walk-out deck, and in-unit washer/dryer. Move right in, rent

Mary Childs BHHS New England Properties

18 Sherman Ave, Greenwich, CT 06830
/42
$7,599,000
- 5 Beds
- 9 Baths
- 9,716 Sq Ft
24 Stillman Ln, Greenwich, CT 06831

Sport Lovers Dream - Set at end of a quiet cul-de-sac on Stillman Lane, this custom-built 2013 residence offers 4 finished levels of thoughtfully designed living space on 1.2 level acres w putting green. High ceilings, abundant natural light and seamless flow define the main level, where formal living and dining rooms connect effortlessly to an expansive open-concept kitchen and family room with

Amanda Bates Houlihan Lawrence

24 Stillman Ln, Greenwich, CT 06831
/28
$990,000

$110K PRICE DROP
- 3 Beds
- 2.5 Baths
- 1,620 Sq Ft
22 Nedley Ln, Greenwich, CT 06831

Lovingly maintained by the same family for 54 years, this charming 3-bedroom, 2.5-bath home offers the perfect blend of seclusion and convenience. Set back at the end of a cul-de-sac, it is a private, tranquil oasis. Thoughtful updates include a newer roof, gorgeous new kitchen cabinetry, fresh paint, and new lower-level flooring. An expansive yard and two stunning decks invite you to relax and

Monica Collins Anderson Associates, Ltd.

22 Nedley Ln, Greenwich, CT 06831
/12
$8,495,000
- Land
- 9.3 Acres
- $913,441 per Acre
65 John St, Greenwich, CT 06831

Rare opportunity to create your own sophisticated country retreat comprising 9.3 private, peaceful acres overlooking Closes Pond and bordering the Audubon Preserve with miles of scenic trails in the heart of bucolic Backcountry. This extraordinary parcel is steeped in natural beauty with an allee of crab apple trees, grove of Linden trees and sweeping views. Tucked away behind a gated entry and

James Hoffman Houlihan Lawrence

65 John St, Greenwich, CT 06831
/8
$4,995,000
- 5 Beds
- 4.5 Baths
- 3,573 Sq Ft
121 Round Hill Rd, Greenwich, CT 06831

A Rare Convergence of Beauty, Vision and Readiness to Build Your Dream Home in Greenwich's Golden Triangle. This 2.3-acre property/land is for a discerning buyer who values beauty, time and predictability. Shovel-Ready with custom architectural work by award-winning Saniee Architects. Full municipal approvals in place for your 10,000 square-foot residence -- eliminating a year or more typically

Sabine Schoenberg PrimeSites, Inc.

121 Round Hill Rd, Greenwich, CT 06831
/7
$3,950,000
- Land
- 1.14 Acres
- $3,464,912 per Acre
35 Turner Dr, Greenwich, CT 06831

Set on a beautiful, private property, 35 Turner Drive offers a wonderful combination of open lawn, mature trees, natural rock formations, and established landscaping. The gently rolling terrain creates an attractive sense of depth while providing generous usable lawn areas for recreation, entertaining, and outdoor living. The property is located at the end of a cul-de-sac. The current home has

Peter Janis BHHS New England Properties

35 Turner Dr, Greenwich, CT 06831
/19
$2,650,000
- 4 Beds
- 3.5 Baths
- 2,120 Sq Ft
73 Thunder Mountain Rd, Greenwich, CT 06831

Charming center hall colonial at the end of a quiet mid country cul-de-sac. The location is convenient yet offers wonderful seclusion. Set on a park-like, level 2.3 acres, this property is abuts conservation land and exudes privacy. This 4 bedroom and 3+ bath home has an updated kitchen with Bosch appliances, a finished lower level with a sauna as well a generous living room with wood burning

Brett Smith Brown Harris Stevens CT, LLC

73 Thunder Mountain Rd, Greenwich, CT 06831
/61
$1,895,000
- 3 Beds
- 3.5 Baths
- 3,049 Sq Ft
52 Francis Ln, Greenwich, CT 06831

Located in one of Greenwich's most desirable neighborhoods, this meticulously maintained home offers the perfect blend of timeless elegance and modern comfort. Thoughtfully designed living spaces are filled with natural light and feature gracious proportions ideal for both everyday living and entertaining. The inviting open floor plan showcases spacious formal and casual gathering areas with

Roberta Jurik BHHS New England Properties

52 Francis Ln, Greenwich, CT 06831
/44
$1,575,000

$75K PRICE DROP
- 4 Beds
- 3 Baths
- 2,495 Sq Ft
347 Delavan Ave, Greenwich, CT 06830

Jakob Satir William Raveis Real Estate

347 Delavan Ave, Greenwich, CT 06830
/39
$1,995,000
- 3 Beds
- 2.5 Baths
- 2,243 Sq Ft
24 Hardscrabble Rd, Greenwich, CT 06831

Spectacular setting! A true nature lover's paradise-where privacy and natural beauty meet.At the end of a private lane,this home offers a serene escape in the heart of back-country Greenwich.The 2 acre property is bordered by the beautiful Fairchild Naturre Preserve. Enjoy breathtaking woodland views from almost every room. Relax on the deck and listen to birds.Forget the ''to-do''

Elizabeth Johnson BHHS New England Properties

24 Hardscrabble Rd, Greenwich, CT 06831
/57
$12,900,000
- 8 Beds
- 13 Baths
- 13,268 Sq Ft
550 Round Hill Rd, Greenwich, CT 06831

Nestled on 4.09 acres in Greenwich, CT, this breathtaking 8-bedroom Georgian Colonial estate offers unparalleled elegance and privacy. Commanding spectacular big sky views from its perch 560' above sea level, the property features exquisite formal gardens, and pool. Inside, grand-scale rooms with soaring ceilings, masterful stonework, elegant millwork, and arches create a luxurious atmosphere.

Stephen Archino Sotheby's International Realty

550 Round Hill Rd, Greenwich, CT 06831
/18
$799,000
- 2 Beds
- 2 Baths
- 1,258 Sq Ft
15 Henry St, Greenwich, CT 06830

Multifamily development opportunity. Currently a single family home. Ideal for investors, builders, or end-users looking to customize. Convenient access to Metro-North in a downtown up and coming Byram location. As-Is. Unit mix listed is proposed.

Mike Parelli Mike Parelli Real Estate, LLC

15 Henry St, Greenwich, CT 06830
/44
$3,250,000
- 4 Beds
- 4 Baths
- 5,262 Sq Ft
2 Choctaw Ln, Greenwich, CT 06831

Wonderfully updated family Colonial in private King Merritt, set on 1.39 acres in Greenwich. Offering nearly 5,300 square feet of living space, this 4-bedroom, 4-full-bath home features a spacious, light-filled layout with multiple living areas ideal for everyday living and entertaining. The updated kitchen serves as the heart of the home, while a large private office with beautiful custom

Ryan Ciambriello Houlihan Lawrence

2 Choctaw Ln, Greenwich, CT 06831
/35
$1,850,000
- 3 Beds
- 5 Baths
- 2,514 Sq Ft
16 Hawthorne St S Unit A, Greenwich, CT 06831

Experience luxury living in this beautifully appointed townhouse offering nearly 3,000 square feet across four finished levels. The main level features 9-foot ceilings, hardwood floors, custom wainscoting and a spacious living room with gas fireplace. The high-end chef's kitchen features custom white cabinetry, quartzite countertops, Thermador appliances including a 6-burner dual-fuel range,

Jennifer Thomas-Heath Houlihan Lawrence

16 Hawthorne St S Unit A, Greenwich, CT 06831
/7
$150,000
- Land
- 5,719 Sq Ft
- $1,142,422 per Acre
28 1/2 Pilgrim Dr, Port Chester, NY 10573

Attention! An exceptional opportunity awaits you! Seize the chance to own a plot of land nestled in a residential neighborhood. This inviting .131 acre property is now available at an incredibly reasonable price, just waiting for someone like you to embark on the exciting journey of exploration and development. Unlock the potential of this land and explore the numerous possibilities it offers.

Iris Kalt Berkshire Hathaway HS NY Prop

28 1/2 Pilgrim Dr, Port Chester, NY 10573
/33
$1,395,000
- 4 Beds
- 2 Baths
- 1,605 Sq Ft
38 Francis Ln, Greenwich, CT 06831

Filled with natural light and impeccably maintained, this beautifully updated 4-bedroom, 2-bath Cape is located in the highly desirable Glenville School District and combines timeless charm with modern comfort. The inviting layout features a gracious living room with a stone fireplace and custom built-ins, a stunning renovated kitchen with a quartz island and GE Cafe stainless steel appliances,

Sue Frano Coldwell Banker Realty

38 Francis Ln, Greenwich, CT 06831
/23
$10,350,000
- 5 Beds
- 4 Baths
- 8,223 Sq Ft
111 Byram Shore Rd, Greenwich, CT 06830

Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage

Joseph Barbieri Sotheby's International Realty

111 Byram Shore Rd, Greenwich, CT 06830
/32
$3,990,000

$260K PRICE DROP
- 5 Beds
- 6 Baths
- 5,230 Sq Ft
34 Thunder Mountain Rd, Greenwich, CT 06831

Welcome to 34 Thunder Mountain Rd - Set on a quiet cul-de-sac with easy access to Glenville, Central Greenwich and Westchester. Substantially re-built in 2024/2025 this meticulous home has had many improvements since the current owner purchased - including generator, custom closets, landscaping, irrigation, custom window treatments, and humidification / water filtration system. Modern light

Robert Johnson Brown Harris Stevens CT, LLC

34 Thunder Mountain Rd, Greenwich, CT 06831
/19
$999,000
- 3 Beds
- 2.5 Baths
- 1,664 Sq Ft
21 Byram Rd, Greenwich, CT 06830

This home has old world charm updated in 2017. Mini split units in every room cooling and heat. Home is heated with gas. Arch doorways that add fine detail. Crown molding in dining and living room. Updated kitchen adjacent to dining area. Powder room with washer and dryer. Second level boast 2 bedrooms and 2 full bathrooms. Spacious 3rd floor bedroom. Hardwood flooring throughout home. Full size

Valerie Pisano William Raveis Real Estate

21 Byram Rd, Greenwich, CT 06830
/7
$5,950,000

$1M PRICE DROP
- Land
- 7.42 Acres
- $801,887 per Acre
549 Round Hill Rd, Greenwich, CT 06831

Distant views of Long Island Sound and rolling meadow vistas await the creation of the estate of your dreams. 7+ acres on one of the highest elevations in Greenwich are privatized by verdant landscaping on all sides. Fully approved, the building site is ready for the dream to become reality. Approved architectural plans are offered for a home that may be custom built by the owner/builder, a noted

Francine Ehrlich Sotheby's International Realty

549 Round Hill Rd, Greenwich, CT 06831
/55
$5,495,000

$500K PRICE DROP
- 3 Beds
- 5 Baths
- 5,305 Sq Ft
135 & 129 Zaccheus Mead Ln, Greenwich, CT 06831

LOCATION ,LOCATION, LOCATION! Striking, sophisticated, & contemporary w/a true WOW factor. This exceptional residence is tucked within the celebrated Golden Triangle, surrounded by some of Greenwich's most prominent estates. A rare blend of timeless modern sensibility, the home showcases stunning interiors, refined elegance, & impeccable craftmanship. Designed for today's lifestyle, the layout

Janet Milligan Sotheby's International Realty

135 & 129 Zaccheus Mead Ln, Greenwich, CT 06831
/51
$19,900,000
- 7 Beds
- 10 Baths
- 18,000 Sq Ft
37 Burying Hill Rd, Greenwich, CT 06831

Custom designed and built to exacting standards, this phenomenal back country lakefront compound was built to exacting standards offering fabulous privacy and flexibility for families, guests and staff. Prominent local design build firm created a masterpiece that combines a pre war elegance with substantial entertaining and modern lifestyle amenities. Multiple structures, including a large pool

Robert Johnson Brown Harris Stevens CT, LLC

37 Burying Hill Rd, Greenwich, CT 06831
/26
$6,995,000

$2M PRICE DROP
- 5 Beds
- 7.5 Baths
- 10,981 Sq Ft
38 Partridge Hollow Rd, Greenwich, CT 06831

Set on 8 private acres in one of Greenwich's most prestigious enclaves, 38 Partridge Hollow Road offers luxury and privacy. This five-bedroom, 7.5-bath home blends timeless elegance with modern sophistication, featuring a first-floor primary suite with dual baths, separate closets, and access to a private office and gym. Bright, sunlit interiors and a chef's kitchen flow into inviting living

Brittany Baity Compass Connecticut, LLC

38 Partridge Hollow Rd, Greenwich, CT 06831
/14
$995,000
- 3 Beds
- 2 Baths
- 1,072 Sq Ft
10 Homestead Rd, Greenwich, CT 06831

Well-built single level home with finished lower level. Located within a small network of cull de sac streets and convenient to Glenville center. The property enjoys a gentle slope up to a level private rear yard. There's great potential to merely update and enjoy, add additional square footage, or raze in favor of totally new construction. Potential for a new house on three levels is 3,952 sq.

Charles Magyar William Raveis Real Estate

10 Homestead Rd, Greenwich, CT 06831
/63
$3,250,000

$325K PRICE DROP
- 4 Beds
- 4.5 Baths
- 3,853 Sq Ft
5 Willow Run Rd, Greenwich, CT 06831

Impeccably maintained, stunning classic colonial, tucked away on a private road in one of Greenwich's most sought-after enclaves. Traditional New England architecture with spacious interiors designed for comfortable everyday living and entertaining. Enter in through a magnificent, sun filled double height entry. Generously scaled rooms, hardwood floors, multiple entertaining areas and an open

Roberta Jurik BHHS New England Properties

5 Willow Run Rd, Greenwich, CT 06831
/32
$5,499,000
- 8 Beds
- 10 Baths
- 7,884 Sq Ft
35 Wilshire Rd, Greenwich, CT 06831

Overlooking Wilshire Pond, 35 Wilshire Road is a rare modern backcountry compound set on 5.29 private acres with a true resort-like feel. Designed by noted architect Gerald Schiff, the home offers approx. 7,884 sq ft, 8 total beds & baths, bold entertaining spaces, and dramatic architectural details throughout. Amenities include a natural pool with waterfall and 15+ ft deep diving well, stone

Deborah Ward Sotheby's International Realty

35 Wilshire Rd, Greenwich, CT 06831

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