28

Homes for Sale near Parkway School

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  • /63

    $7,495,000

    • 6 Beds
    • 6.5 Baths
    • 6,943 Sq Ft

    530 Round Hill Rd, Greenwich, CT 06831

    Set on 4.3 picturesque acres along coveted Round Hill Rd, the original main residence of historic Field View Farm is a distinguished pre-war Georgian Colonial of exceptional quality, long associated with one of the area's notable legacy estates. A long sweeping private driveway introduces the stately brick and clapboard home, thoughtfully and comprehensively renovated to today's highest standards

    Agent Photo

    Danielle Malloy

    Serhant Connecticut LLC

    (203) 350-6918

    530 Round Hill Rd, Greenwich, CT 06831
  • /3

    $7,500,000 New Construction

    • 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 12,000+/- 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

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    (475) 473-9501

    94 Porchuck 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
  • /7

    $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
  • /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
  • /29

    $4,200,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 5.5 Baths
    • 6,150 Sq Ft

    10 Wyckham Hill Ln, Greenwich, CT 06831

    Completely renovated inside and out in 2019, this Georgian-style brick estate lives like new, offering approximately 6,100 square feet of elegant living space, including a 1,323-square-foot finished lower level. Set on over 4 manicured acres at the end of a quiet cul-de-sac and bordered by open space and the 297-acre Babcock Preserve, the property provides exceptional privacy and tranquil views.

    Eva Penson Sotheby's International Realty

    10 Wyckham Hill 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
  • /32

    $4,500,000

    • 7 Beds
    • 7 Baths
    • 5,842 Sq Ft

    379 Round Hill Rd, Greenwich, CT 06831

    This beautifully renovated backcountry retreat with a pool, guest cottage, and garage apartment sits on just over an acre on Round Hill Road. The main home welcomes you with a sunlit living room anchored by a bay window and fireplace, a cozy library lined with built-ins, and an elegant formal dining room perfect for gatherings. The gourmet kitchen—with double islands, a breakfast area, and French

    Julie Church Houlihan Lawrence

    379 Round Hill Rd, Greenwich, CT 06831
  • /31

    $3,195,000

    • 3 Beds
    • 3.5 Baths
    • 3,512 Sq Ft

    403 Stanwich Rd, Greenwich, CT 06830

    Come see this total and complete renovation!. New design, expanded Sq ft, custom hand built kitchen, all new mechanicals, roof, siding, windows, baths, etc. New granite pool deck, private 1.23 acres on desirable Stanwich rd. location.

    Stephen Kane Sotheby's International Realty

    403 Stanwich Rd, 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
  • /9

    $4,350,000

    • Land
    • 4 Acres
    • $1,087,500 per Acre

    6 Reynwood Manor, Greenwich, CT 06831

    Reynwood Manor | Exceptional opportunity to build on a coveted private road in Back Country Greenwich on 4 completely flat acres. FAR allows for up to 10,890 square feet of living space above grade. Moments from the Greenwich Polo Club, Babcock Preserve and Greenwich Audubon Center all while being 13 mins to Greenwich Avenue.

    Ryan Ciambriello Houlihan Lawrence

    6 Reynwood Manor, Greenwich, CT 06831
  • /46

    $4,495,000

    • 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
  • /20

    $5,200,000

    • 5 Beds
    • 7 Baths
    • 5,040 Sq Ft

    868 North St, Greenwich, CT 06831

    Offered for the first time in nearly four decades, this exceptional 4 acre estate borders the 12th hole of the prestigious Stanwich Country Club. Perfectly level and beautifully landscaped ,the grounds surround a stately 5,000 sq. ft. Georgian Colonial residence featuring 5 bedrooms and 5 full and 2 half baths. French doors from all principal rooms open to a generous stone terrace--ideal for

    Harvey Thomas Sotheby's International Realty

    868 North St, 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
  • /35

    $5,795,000

    • 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
  • /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
  • /25

    $5,795,000

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

    20 Cutler Rd, Greenwich, CT 06831

    A rare blend of privacy, luxury and modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres with a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living and entertaining spaces. Primary suite features vaulted ceiling and dual dressing rooms, while a dramatic family room showcases soaring ceiling and three walls

    B.K. Bates Houlihan Lawrence

    20 Cutler 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
  • /32

    $2,950,000 Open Sun 1PM - 3PM

    • 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
  • /56

    $8,000,000 Coming Soon

    • 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
  • /39

    $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
  • /12

    $5,995,000

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

    20 Cutler Rd, Greenwich, CT 06831

    A rare blend of privacy, luxury + modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres w a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living + entertaining spaces. Primary suite features vaulted ceiling + dual dressing rooms, while a dramatic FR showcases soaring ceiling + three walls of windows. The new

    Amanda Bates Houlihan Lawrence Inc.

    20 Cutler Rd, Greenwich, CT 06831
  • /31

    $1,575,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,812 Sq Ft

    1020 North St, Greenwich, CT 06831

    Enjoy serene living in the desirable Banksville area of Greenwich. This inviting home features a sun-filled kitchen that flows into a spacious family room with a gas fireplace and sliders leading to the backyard and pool. Upstairs, the primary bedroom includes an en-suite bath, accompanied by two additional bedrooms and another full bathroom. Outside, the level yard is bordered by mature

    Laurie Meyer Brown Harris Stevens CT, LLC

    1020 North St, Greenwich, CT 06831
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