37

Homes for Sale near Western Middle School

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  • /31

    $8,880,000 Open Sun 2PM - 4PM

    • 6 Beds
    • 8 Baths
    • 7,718 Sq Ft

    15 Vineyard Ln, Greenwich, CT 06831

    Location, location, location! This stunning stone colonial sits on 2 park like acres just minutes from downtown Greenwich. With over 9,000 sq ft of beautiful living space, this 6-bedroom, 6.5-bath home offers graciously scaled rooms and an exceptional floor plan. The luxurious primary suite features a fireplace, dual bathrooms, and walk-in closets. Enjoy the spacious playroom over the garage, a

    Agent Photo

    Megan Sullivan

    Douglas Elliman of Connecticut

    (475) 265-6175

    15 Vineyard Ln, Greenwich, CT 06831
  • /34

    $1,595,000

    • 4 Beds
    • 3 Baths
    • 2,869 Sq Ft

    228 Pemberwick Rd, Greenwich, CT 06831

    Possible five+ bedroom Contemporary with treetop views and expansive Zuri deck offers a great alternative to Condo living conveniently close to schools, shops, and Greenwich/PC trains. Sunny 2869 sq. ft. interior spans three generous levels with newly refinished wood floors and stunning glass enclosed center staircase. Open plan with so many possibilities; main level features chef's kitchen with

    Agent Photo

    Spencer Sodokoff

    Houlihan Lawrence

    (203) 693-9028

    228 Pemberwick Rd, Greenwich, CT 06831
  • /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
  • /47

    $6,500,000

    • 5 Beds
    • 10 Baths
    • 7,632 Sq Ft

    21 Calhoun Dr, Greenwich, CT 06831

    Welcome to ''Park Hill'', a reimagined 1923 English Manor in a Prestigious Private Association. Thoughtfully refreshed for modern living while preserving the architectural character that makes it timeless. Set on 1.81 private, park-like acres, this 7,632 sq. ft. manor blends historic charm with contemporary luxury in a way few properties can. 1923 English Tudor Revival with 2025 updates. Rare

    Danielle Claroni Sotheby's International Realty

    21 Calhoun Dr, Greenwich, CT 06831
  • /8

    $18,999,000 New Construction

    • 6 Beds
    • 12 Baths
    • 17,197 Sq Ft

    528 Round Hill Rd, Greenwich, CT 06831

    Stunning New Construction. A Grand Estate of Architectural Distinction. This Incredible new build was Conceived and will be Constructed without Compromise. A build of enduring significance beautifully set on 4 acres. Spanning 17,197 square feet, this residence achieves extraordinary vertical volume with 11-foot ceilings on the main level and a breathtaking two-and-a-half-story family room framed

    Kathryn Bates Compass Connecticut, LLC

    528 Round Hill Rd, Greenwich, CT 06831
  • /42

    $5,200,000

    • 5 Beds
    • 6 Baths
    • 4,946 Sq Ft

    21 Pecksland Rd, Greenwich, CT 06831

    A gated entrance leads to this sophisticated stone residence set on two beautifully landscaped acres in Greenwich's coveted Mid-Country. Dramatic ceilings and refined architectural details highlight sun-filled living and dining rooms. French doors from the living room, kitchen, and elegant primary suite with dual walk-in closets and luxurious bath open to a deck overlooking private, park-like

    Krissy Blake Sotheby's International Realty

    21 Pecksland Rd, 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
  • /14

    $1,400,000

    • 3 Beds
    • 2.5 Baths
    • 1,649 Sq Ft

    82 Josephine Evaristo Ave, Greenwich, CT 06830

    New Construction! Come see this gorgeous 3 bedroom, 2.5 bathroom Unit with open concept and high end finishes such as White Oak floors, Thermador appliances, Waterfall Island and laundry on 1st floor. The upstairs has 10 foot ceilings and the primary suite with vaulted ceiling. Have an EV? This unit comes with a Universal Tesla charger! Close to Greenwich Ave, .7 miles away from Greenwich Train

    Kaltrina Xhema-Latifi Higgins Group Greenwich

    82 Josephine Evaristo Ave, Greenwich, CT 06830
  • /8

    $8,995,000 New Construction

    • 6 Beds
    • 10 Baths
    • 10,216 Sq Ft

    2 Stillman Ln, Greenwich, CT 06831

    Exceptional 2026 new construction offering resort-style living across a main residence + pool house on a private one-acre lot close to town. Designed by Schettino, the main house features 5 bedrooms, 7 full baths + 2 powder rooms with a seamless, light-filled floor plan ideal for entertaining and everyday living. The second floor incl a luxurious primary suite w balcony, dual walk-in closets, +

    Amanda Bates Houlihan Lawrence

    2 Stillman 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
  • /22

    $875,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,064 Sq Ft

    11 Rex St, Greenwich, CT 06831

    A wonderful opportunity to own in the Glenville School district for under $1M! Set on a quiet dead-end street along the Byram River and a stone's throw from Pemberwick Park, this 3-bedroom Mediterranean-style bungalow offers charm and easy living. The inviting, vaulted-ceiling living room with wood-burning fireplace flows easily into the dining area and kitchen. Hardwood floors throughout. The

    Stacey Delikat Houlihan Lawrence

    11 Rex St, Greenwich, CT 06831
  • /36

    $8,895,000

    • 8 Beds
    • 10 Baths
    • 8,391 Sq Ft

    212 Bedford Rd, Greenwich, CT 06831

    Step into the reimagined 'Sunset Farm,' where historic charm meets modern luxury. Originally a Dutch Colonial from 1840, this landmarked property was completely rebuilt in 2006, blending timeless craftsmanship with contemporary elegance. The grand living and dining rooms, showcasing custom moldings and bespoke details, are perfect for entertaining, while the spacious chef's kitchen flows into a

    Yashmin Lloyds Compass Connecticut, LLC

    212 Bedford Rd, Greenwich, CT 06831
  • /36

    $1,150,000

    • 2 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    60 Prospect St Unit A58, Greenwich, CT 06830

    LUX CONDO GREENWICH-Downtown Greenwich at your fingertips! Rare first floor 2 bedroom and 2 full ensuite bathrooms and 1/2 bath pristine condo built in 2018. Do not miss this duplex with beautiful hardwood floors and high ceilings throughout this thoughtful, sun drenched open floor plan. Large great room leads into the dining area and attached gourmet kitchen with 5 burner gas range, coffee

    Holly Giordano William Pitt Sotheby's Int'l

    60 Prospect St Unit A58, Greenwich, CT 06830
  • /14

    $35,000,000

    • Land
    • 66 Acres
    • $530,303 per Acre

    10 Cliffdale Rd, Greenwich, CT 06831

    Spanning approximately 66 acres, this exceptional parcel on Cliffdale Road in Greenwich features a harmonious blend of open pastures, mature woodlands, and cultivated areas. The landscape is rich and varied, with gently rolling fields giving way to dense forest and scenic natural trails, ideal for walking, horseback riding, or enjoying the serene surroundings. Measuring roughly half a mile in

    Peter Janis BHHS New England Properties

    10 Cliffdale Rd, Greenwich, CT 06831
  • /18

    $1,999,000

    • 4,081 Sq Ft

    48 Richland Rd, Greenwich, CT 06830

    Robert DiDonato William Raveis Real Estate

    48 Richland Rd, Greenwich, CT 06830
  • /23

    $2,395,000

    • 4 Beds
    • 2.5 Baths

    332 Riversville Rd, Greenwich, CT 06831

    Experience a magical Mid-Country sanctuary where historic charm meets world-class design. This extraordinary compound features a masterfully restored 4BR/2.5BA antique farmhouse defined by soaring high ceilings, gracious proportions, and impeccable construction quality. Every room exudes warmth and character, offering a sophisticated yet comfortable lifestyle.Across the professionally

    Brooke Gallagher Compass Connecticut, LLC

    332 Riversville Rd, Greenwich, CT 06831
  • /28

    $8,995,000

    • 7 Beds
    • 13 Baths
    • 12,445 Sq Ft

    8 Old Round Hill Ln, Greenwich, CT 06831

    Stately Georgian Colonial set behind a gated entry on a private cul-de-sac in the coveted Round Hill Road area. Distinguished by gracious room scale, high ceilings, and exceptional natural light, the home was originally designed by renowned AIA architect Alex Kaali-Nagy, celebrated for his timeless classical architecture and superior construction. The property features 3 reflecting pools that

    Amanda Miller Houlihan Lawrence

    8 Old Round Hill Ln, Greenwich, CT 06831
  • /23

    $1,599,000

    • 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
  • /33

    $2,995,000

    • 4 Beds
    • 5.5 Baths
    • 4,500 Sq Ft

    38 Bedford Rd, Greenwich, CT 06831

    Welcome to Inspiration Farm, the first time this equestrian property is on the market in over 23 years. Between 2 stone pillars, enter a long, private, newly paved driveway, to approach a hidden gem that is now ready to be loved by new owners. This house contains 4+ generously sized bedrooms and 5.1 bathrooms with an easy flow floor plan. The gourmet, eat-in kitchen contains all recently updated

    Stefanie Lacoff BHHS New England Properties

    38 Bedford Rd, Greenwich, CT 06831
  • /18

    $3,845,000

    • 6,892 Sq Ft

    151 & 151A Hamilton Ave, Greenwich, CT 06830

    A rare opportunity to acquire two single-family homes on one gated property - perfect for investors, rental income seekers, or those creating a multigenerational family compound. The front residence is a charming, recently refreshed 4-bedroom, 3.5 bath home. Set privately in the back of the property is a newly built 4-bedroom residence featuring a spacious deck, backyard and a versatile finished

    Joanne Mancuso Houlihan Lawrence

    151 & 151A Hamilton Ave, Greenwich, CT 06830
  • /31

    $1,239,000

    • 3 Beds
    • 3.5 Baths
    • 2,950 Sq Ft

    104 Ritch Ave W Unit 6, Greenwich, CT 06830

    Beautifully designed brick townhouse in the heart of Byram. Built in 1999, this 2,446 sq ft home offers 3 bedrooms, 3.5 baths, and a two-car detached garage. The sun-filled interior features hardwood floors, an open-concept living area with fireplace, and a chef's kitchen with stainless steel appliances, stone countertops, and ample cabinetry. Upstairs includes a spacious primary suite with

    Peter Janis BHHS New England Properties

    104 Ritch Ave W Unit 6, Greenwich, CT 06830
  • /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
  • /45

    $3,895,000

    • 7 Beds
    • 8 Baths
    • 9,267 Sq Ft

    43 Sterling Rd, Greenwich, CT 06831

    Opportunity to acquire an exceptional 6.5 acre Greenwich country compound set amongst very high-end homes in a private, gated association. There are stunning vistas & a bucolic setting w/manicured & mature plantings plus expansive lawns for horses. Amenities include pool & spa, pool house, tennis & basketball courts, spaces for vegetable & flower gardens, carriage house or art studio & office.

    Barbara Wells Houlihan Lawrence

    43 Sterling Rd, Greenwich, CT 06831
  • /31

    $35,000,000

    • 8 Beds
    • 9 Baths
    • 9,300 Sq Ft

    10 Cliffdale Rd, Greenwich, CT 06831

    Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along

    Peter Janis BHHS New England Properties

    10 Cliffdale Rd, Greenwich, CT 06831
  • /36

    $1,150,000

    • 2 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    60 Prospect St, Greenwich, CT 06830

    LUX CONDO GREENWICH-Downtown Greenwich at your fingertips! Rare first floor 2 bedroom and 2 full ensuite bathrooms and 1/2 bath pristine condo built in 2018. Do not miss this duplex with beautiful hardwood floors and high ceilings throughout this thoughtful, sun drenched open floor plan. Large great room leads into the dining area and attached gourmet kitchen with 5 burner gas range, coffee

    Holly Giordano William Pitt Sotheby's Int'l

    60 Prospect St, Greenwich, CT 06830
  • /37

    $1,800,000

    • 4 Beds
    • 3.5 Baths
    • 2,882 Sq Ft

    1 Driftway, Greenwich, CT 06830

    Coveted, close to the water location boasts a recently updated four-bedroom Colonial on a peaceful cul-de-sac in close proximity to the park with beach, new pool, tennis and dock. This move-in ready home features newly refinished wood floors, freshly painted interior/exterior as well as updated kitchen and baths. Sundrenched entry, enhanced by multiple skylights, leads into the living room with

    Alex Jacobson Houlihan Lawrence

    1 Driftway, Greenwich, CT 06830
  • /9

    $6,950,000

    • Land
    • 7.42 Acres
    • $936,658 per Acre

    549 Round Hill Rd, Greenwich, CT 06831

    A unique opportunity to build a home on a site of over 7 acres atop one of the highest elevations in Greenwich with distant Long Island Sound views. Fully approved site is offered with Rich Granoff plans for an elegant 6-bedroom, 10-bath, 11,000 sq. ft. residence. Design features: 4,000 sq. ft. walk-out lower level with a home theater, spa, and golf simulator, a 4-car garage; and over 2,000 sq.

    Francine Ehrlich Sotheby's International Realty

    549 Round Hill Rd, Greenwich, CT 06831
  • /28

    $34,500,000

    • 10 Beds
    • 16 Baths
    • 15,820 Sq Ft

    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

    7 John St, Greenwich, CT 06831
  • /20

    $21,000,000

    • 8 Beds
    • 12 Baths
    • 14,071 Sq Ft

    8 Fox Run Ln, Greenwich, CT 06831

    Ultra-stylish 2024 custom-built Contemporary from visionary developer SBP Homes graces nearly 5.5 private, gated acres very close to town with pool, spa, two-bedroom pool house, porches, outdoor kitchen, fireplace and tennis court designed for optimum indoor/outdoor entertaining and relaxed living. Luxurious details elevate the 11,000+ sq. Interior with Bulthaup kitchen, living room bar; walls of

    James Hoffman Houlihan Lawrence

    8 Fox Run Ln, Greenwich, CT 06831
  • /26

    $8,750,000

    • 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 tranquility. 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
  • /35

    $2,500,000

    • 4 Beds
    • 3 Baths
    • 2,687 Sq Ft

    40 Thunder Mountain Rd, Greenwich, CT 06831

    Beautifully updated 4 bedroom/3bath colonial on 2.26 acres on a cul-de-sac. Sun-filled interiors include a tray ceiling family room, spacious home office, and easy flow from the modern kitchen/dining areas to a large deck and terrace with a fire pit, and a big yard to play in. With 2,687 sq ft, a 5-bedroom septic, and approximately 8,700 sq ft FAR, the property offers both comfort and expansion

    Patte Nusbaum Sotheby's International Realty

    40 Thunder Mountain Rd, Greenwich, CT 06831
  • /24

    $2,700,000

    • 5 Beds
    • 7 Baths
    • 5,607 Sq Ft

    53 Shady Ln, Greenwich, CT 06831

    Move right into this five-bedroom Colonial on .88 of an acre on a quiet street. Interior features a bright eat-in kitchen that opens to a great room with dining area, stone fireplace and multiple French doors leading to yard and terraces, great for relaxing or entertaining. There is also a large family room with pool table, full bath and fireplace. Spacious guest suite or office with its own

    Julie Church Houlihan Lawrence

    53 Shady Ln, Greenwich, CT 06831
  • /56

    $8,000,000

    • 5 Beds
    • 5 Baths
    • 3,669 Sq Ft

    640 Round Hill Rd, Greenwich, CT 06831

    This is an opportunity to own a piece of Greenwich history. A fully restored antique farmhouse offering approximately 3,669 square feet of refined living space, set on extraordinary level acreage with sweeping meadow views and an irreplaceable country setting across from protected conservation land with direct access to the Greenwich Riding Trails. The residence blends historic authenticity with

    Monica Webster Douglas Elliman of Connecticut

    640 Round Hill Rd, Greenwich, CT 06831
  • /27

    $2,249,000

    • 4 Beds
    • 5 Baths
    • 3,400 Sq Ft

    151 Hamilton Ave, Greenwich, CT 06830

    Stunning Newly Built 4-Bedroom Home Near Downtown Greenwich. Experience modern luxury in this exquisite home, one of just two single-family residences in a Planned Unit Development. The open-concept gourmet kitchen seamlessly connects to a spacious deck and private yard, perfect for entertaining or relaxation. The first-floor primary suite boasts a spa-inspired bathroom, a large walk-in closet,

    Joanne Mancuso Houlihan Lawrence

    151 Hamilton Ave, Greenwich, CT 06830
  • /38

    $7,950,000

    • 6 Beds
    • 10 Baths
    • 9,051 Sq Ft

    33 Highland Farm Rd, Greenwich, CT 06831

    Tucked away on over seven quiet acres off prestigious Round Hill Road, this private estate offers a serene blend of luxury, space, and style. The main residence is complemented by a beautiful pool/guest house designed for effortless entertaining and resort-style living. At the heart of the home, a Christopher Peacock kitchen showcases statuary marble countertops and backsplash, double islands,

    Joy Kim Metalios Houlihan Lawrence

    33 Highland Farm Rd, Greenwich, CT 06831
  • /23

    $6,685,000 New Construction

    • 6 Beds
    • 8.5 Baths
    • 9,638 Sq Ft

    18 Edgar Rd, Greenwich, CT 06831

    Another gorgeous home by CG Homes Group of Manhattan, Westchester County and now Greenwich, CT. Completion by March 2026. This curated lifestyle home sits on over 9 acres which includes a conservation parcel to ensure complete privacy and tranquility. Every detail has been configured to create a seamless transition; inviting nature into each space in the home. A true modern home that will endure

    Shelly Tretter Lynch Compass Connecticut, LLC

    18 Edgar Rd, Greenwich, CT 06831
  • /24

    $2,050,000

    • 4 Beds
    • 2.5 Baths
    • 2,171 Sq Ft

    189 Riversville Rd, Greenwich, CT 06831

    Charming home once part of a majestic Greenwich estate is set on 2.03 picturesque acres framed by classic stone walls. Thoughtfully updated while preserving its timeless charm and intimate scale, the farmhouse-style home blends character with modern comfort. Sun-filled interiors feature hardwood floors throughout, an updated kitchen that opens seamlessly to the family room & dining area, ideal

    Maria Crowley Houlihan Lawrence

    189 Riversville Rd, Greenwich, CT 06831
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