32

Homes for Sale near Parkway School

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  • /3

    $7,500,000

    • 6 Beds
    • 9 Baths
    • 10,134 Sq Ft

    94 Porchuck Rd, Greenwich, CT 06831

    2026 NEW CONSTRUCTION - CAN FULLY CUSTOMIZE AT THIS STAGE Set back on a quiet private drive in a coveted central Greenwich location, this 10,000+ sq ft modern masterpiece sits on 5.59 serene acres with exceptional landscaping and privacy. Designed for today's lifestyle, it offers 6 ensuite bedrooms, 7 full and 2 half baths, and four levels of refined living. Expansive windows, soaring ceilings,

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    (203) 717-9487

    94 Porchuck Rd, Greenwich, CT 06831
  • /38

    $6,300,000

    • 9 Beds
    • 6.5 Baths
    • 6,841 Sq Ft

    78 Khakum Wood Rd, Greenwich, CT 06831

    78 Khakum Wood occupies a premier position in one of Greenwich's most distinguished private enclaves. Originally envisioned by Newton Phelps Stokes and developed in collaboration with the renowned Olmsted Brothers, this exceptional property is set on 2.95 beautifully landscaped acres. The residence showcases its charming Tudor architecture with the characteristic pitched gabled roof, decorative

    Deborah Huffard Houlihan Lawrence

    78 Khakum Wood 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
  • /46

    $15,900,000

    • 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

    Stephen Archino Sotheby's International Realty

    550 Round Hill Rd, Greenwich, CT 06831
  • /49

    $3,499,000

    • 5 Beds
    • 4.5 Baths
    • 5,389 Sq Ft

    399 Stanwich Rd, Greenwich, CT 06830

    Set amid scenic beauty, this custom-built Colonial offers over 5,300± square feet of elegant living space across four levels, complete with an indoor swimming pool and a charming guest cottage. Sun-filled formal living and dining rooms showcase soaring ceilings and beautiful natural light, while the kitchen with breakfast room opens to a comfortable family room. The serene primary suite provides

    Leslie McElwreath Sotheby's International Realty

    399 Stanwich Rd, Greenwich, CT 06830
  • /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
  • /31

    $4,495,000

    • 6 Beds
    • 6.5 Baths
    • 6,689 Sq Ft

    69 Taconic Rd, Greenwich, CT 06831

    Experience ultra-chic living in this stylishly reimagined six-bedroom home on 4.4 gated and landscaped acres! This completely renovated gem features a stunning multi-level interior with soaring ceilings, floor-to-ceiling windows, and luxurious finishes throughout. The custom state-of-the-art kitchen with vaulted ceilings flows seamlessly into the open family room and dining area, leading to a

    Joanne Mancuso Houlihan Lawrence

    69 Taconic Rd, Greenwich, CT 06831
  • /25

    $5,995,000 Pre-Foreclosure

    • 5 Beds
    • 5.5 Baths
    • 8,208 Sq Ft

    20 Cutler Rd, Greenwich, CT 06831

    GUT RENOVATION - Stunning sunlit 5BR ,5 BTH Col set on 4 lovely acres with beautiful new pool. Spanning over 8000SF on 3 levels offers exceptional living & entertaining spaces. Spacious Primary w vaulted ceil, 2 dressing rms and exquisite Primary Bath. A dramatic FR showcases soaring ceil & 3 walls of windows. Spectacular new Chef's kit boasts a lge island, sub zero, wolf appliances, butler's

    B.K. Bates Houlihan Lawrence

    20 Cutler Rd, 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
  • /14

    $8,995,000

    • 6 Beds
    • 7.5 Baths
    • 10,400 Sq Ft

    11 Winterset Rd, Greenwich, CT 06830

    Ring in the New Year At Your New House — where modern luxury meets timeless Mid-Country living. This 10,000+ sq ft new construction is the latest offering by Ritzzo Development. Highlights include six en-suite bedrooms, 3rd floor room ready for a golf simulator, a custom Sub-Zero/Wolf kitchen with breakfast area, family room with striking wood burning hearth, oversized primary suite and seamless

    Amanda Bates Houlihan Lawrence

    11 Winterset Rd, Greenwich, CT 06830
  • /37

    $2,995,000

    • 5 Beds
    • 5.5 Baths
    • 5,216 Sq Ft

    4 Banksville Rd, Greenwich, CT 06831

    Beautifully updated Colonial offers an open floor plan with four floors of living. A sun-drenched, chef-caliber kitchen and adjoining family room form the heart of the home, complemented by elegant formal rooms and a private ground-floor office and sunroom with full bath. The upper level includes a primary suite with a large dressing room, fireplace and a superbly updated bath along with two

    Brian Milton Compass Connecticut, LLC

    4 Banksville Rd, Greenwich, CT 06831
  • /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
  • /46

    $4,995,000

    • 6 Beds
    • 5 Baths
    • 5,744 Sq Ft

    40 Howard Rd, Greenwich, CT 06831

    Utilizing only the finest materials, this luxurious turnkey home will impress even the most discerning buyer. Completely rebuilt from top to bottom in 2025, it is essentially a brand-new house. Set on a serene 4.4-acre equestrian estate, the property offers exceptional privacy and outdoor enjoyment with a heated inground pool, horse barn with tack room, and expansive paddocks, adjacent to the

    Stefanie Lacoff BHHS New England Properties

    40 Howard Rd, Greenwich, CT 06831
  • /40

    $4,750,000

    • 6 Beds
    • 4.5 Baths
    • 6,106 Sq Ft

    23 Meeting House Rd, Greenwich, CT 06831

    2021 fully gut-renovated modern farmhouse awaits! Park-like property, secluded backcountry environment, on a charming cul-de-sac. A total transformation brings the traditional home into the 21st century with modern style. This home offers generous space, large walls of sunny windows, and a versatile floor plan for everyday living and entertaining. Situated on a private road without through

    Mikhail Faifman William Raveis Real Estate

    23 Meeting House Rd, Greenwich, CT 06831
  • /44

    $4,495,000 Open Sat 1PM - 4PM

    • 5 Beds
    • 7 Baths
    • 5,670 Sq Ft

    6 Reynwood Manor, Greenwich, CT 06831

    Reynwood Manor | set on completely flat 4 serene acres in coveted Back Country Greenwich, this impressive contemporary estate blends striking architecture with comfortable, light-filled living. The main level showcases 9-ft + ceilings, hardwood floors, and walls of glass that open to expansive terraces and level lawns. A gracious living room with fireplace, formal dining room, and library with

    Ryan Ciambriello Houlihan Lawrence

    6 Reynwood Manor, Greenwich, CT 06831
  • /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
  • /40

    $6,450,000

    • 6 Beds
    • 8 Baths
    • 9,321 Sq Ft

    182 Taconic Rd, Greenwich, CT 06831

    Set on a serene, level 4.15-acre lot and perfectly sited for privacy, exceptional 6 bed, 6.2 bath, center-hall Georgian Colonial with a charming guest house offers the ultimate in luxury living. A harmonious blend of classic architecture and modern updates, this meticulously maintained residence is turnkey and move-in ready. The elegant, front-to-back foyer welcomes you into beautifully scaled

    Stacy Young William Raveis Real Estate

    182 Taconic Rd, Greenwich, CT 06831
  • /45

    $3,895,000

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

    43 Sterling Rd, Greenwich, CT 06831

    Exceptional 6.5 acre country compound located in a private gated association in Greenwich. This bucolic property unfolds with so much to offer. Manicured lawns, mature plantings and vistas complement the amenities which include a pool & spa, pool house, tennis & basketball courts & art studio or apartment. The home has a masterful blend of timeless architecture with hipped roofs, horizontal lines

    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
  • /35

    $16,000,000

    • 1 Bed
    • 4 Baths
    • 16,417 Sq Ft

    71 N Porchuck Rd, Greenwich, CT 06831

    A rare opportunity to own an extraordinary 1 of a kind stone + glass residence encompassing 16,000+SF of exceptional design. Currently home to the renowned 7 Bridges Foundation Art Gallery, this breathtaking structure features soaring ceilings, spectacular natural light + 3 finished levels of expansive, open space—offering endless possibilities to reimagine + make it your own. The existing layout

    B.K. Bates Houlihan Lawrence

    71 N Porchuck Rd, Greenwich, CT 06831
  • /39

    $3,195,000

    • 5 Beds
    • 4.5 Baths
    • 4,209 Sq Ft

    145 Porchuck Rd, Greenwich, CT 06831

    Tucked away on two park-like acres, this expanded 1930s Cape blends timeless charm with modern comfort. Thoughtful updates inside and out create a seamless connection to nature: sweeping lawns, curated gardens, patios, and decks designed for entertaining or peaceful retreat. Sunlight pours through walls of windows and skylights, illuminating open living spaces that include a marble and granite

    Brendon DeSimone Compass Connecticut, LLC

    145 Porchuck Rd, Greenwich, CT 06831
  • /9

    $6,950,000

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

    549 Round Hill Rd, Greenwich, CT 06831

    549 Round Hill Road is the original entrance to the former Wilshire Farm, once one of the largest farm estates in Greenwich. Set on over 7 acres and 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

    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
  • /49

    $4,695,000

    • 6 Beds
    • 8 Baths
    • 7,168 Sq Ft

    17 Will Merry Ln, Greenwich, CT 06831

    Newly renovated 7,168 SF 6-bedroom Colonial on 2.44 level acres with pool & pool house. Light & bright Hamptons vibes inside & out coupled with stylish fixtures & finishes. Luxury living, functional & entertaining spaces abound. 1st FL features a double-height foyer, grand open kitchen/family room with vaulted ceilings plus inviting living & dining rooms, den, home office, 3 powder rooms, 2

    Kevin Sneddon Compass Connecticut, LLC

    17 Will Merry Ln, Greenwich, CT 06831
  • /39

    $8,480,000

    • 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
  • /22

    $13,750,000

    • 6 Beds
    • 8 Baths
    • 9,189 Sq Ft

    411 Stanwich Rd, Greenwich, CT 06830

    Welcome to Mead Farm - exquisitely renovated and transformed mid country Greenwich estate that blends historic character with modern luxury. Set on nearly 6 acres in a 2 acre zone, this 9,189 SF residence offers 6 bedrooms, 6 full and 2 half baths. A recent multi-year renovation by renowned designer Thom Filicia, paired with award-winning landscaping by James Doyle, elevates the property to a

    Amanda Bates Houlihan Lawrence Inc.

    411 Stanwich Rd, Greenwich, CT 06830
  • /9

    $1,750,000

    • 3 Beds
    • 2.5 Baths
    • 2,906 Sq Ft

    3 John St, Greenwich, CT 06831

    The Brown-Kenworthy House is one of the oldest surviving residences in Greenwich, Connecticut, located in the Round Hill Historic District at the intersection of John Street and Round Hill Road. Built around 1728, it exemplifies early 18th-century rural architecture. . One level living with primary bedroom on first floor. Two bedrooms and bath on second floor.

    Heather Platt Sotheby's International Realty

    3 John St, Greenwich, CT 06831
  • /37

    $3,795,000

    • 4 Beds
    • 8 Baths
    • 8,681 Sq Ft

    12 Stallion Trail, Greenwich, CT 06831

    Welcome to 12 Stallion Trails, a unique modern masterpiece located within a private gated association. This architecturally stunning home spans 8,826 square feet, offering a perfect blend of design and function. Featuring an open floor plan, the home boasts soaring ceilings, impeccable stonework and oversized windows that flood the space with natural light and offer views of the lush

    Yashmin Lloyds Compass Connecticut, LLC

    12 Stallion Trail, Greenwich, CT 06831
  • /7

    $999,000

    • 3 Beds
    • 1.5 Baths
    • 1,546 Sq Ft

    1018 North St, Greenwich, CT 06831

    Charming vintage colonial in Banksville area. Close to Bedford shops and restaurants and close to houses of worship. Fifteen minutes to Todds Point beach and all it has to offer. Hardwood floors, Septic system updated in 1990s. Total roof replacement down to beams in 2020. Two car garage. Accentuate its cosy vintage properties or bring your vision to update and modernize. Professional

    Gerry Nusbaum Brown Harris Stevens Connecticut, LLC

    1018 North St, 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
  • /10

    $7,150,000

    • 5 Beds
    • 5.5 Baths
    • 7,916 Sq Ft

    35 Sterling Rd, Greenwich, CT 06831

    After a 2+ year museum level renovation, this amazing residence is ready for its next owner. Tucked behind private gates on one of Greenwich's most secluded roads, this exquisitely reimagined mid-century estate offers a rare fusion of timeless architecture and modern sensibility. Spanning over 7,900 square feet, the residence is a masterclass in indoor-outdoor harmony. Floor-to-ceiling glass

    Jeffrey Jackson Corcoran Centric Realty

    35 Sterling Rd, Greenwich, CT 06831
  • /4

    $6,825,000

    • Land
    • 7.23 Acres
    • $943,983 per Acre

    25 Buckfield Ln, Greenwich, CT 06831

    Gorgeous meadowland property. The ideal housing site is set very high for magnificent sunset views. Please call LB for all details and appts to show.

    Shelly Tretter Lynch Compass Connecticut, LLC

    25 Buckfield Ln, Greenwich, CT 06831
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