33

Homes for Sale near Parkway School

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  • /14

    $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

    Agent Photo

    Danielle Malloy

    Serhant Connecticut LLC

    (475) 270-5264

    532 Round Hill Rd, Greenwich, CT 06831
  • /50

    $7,395,000

    $400K PRICE INCREASE
    • 6 Beds
    • 10 Baths
    • 6,799 Sq Ft

    306 Round Hill Rd, Greenwich, CT 06831

    Honored for its remarkable architectural reimagining with the 2021 HOBI Award for Best New Old Home Remodel, this privately set 6-bedroom estate--originally built in 1804 and rebuilt in 2015 by Roger Ferris + Partners--rests on approximately 2.53 gated acres behind a gracious motor court, pairing classic architecture with contemporary design. Natural light pours through oversized windows across a

    Agent Photo

    Megan Sullivan

    Douglas Elliman of Connecticut

    (475) 323-6873

    306 Round Hill 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
  • /27

    $11,750,000

    New Construction
    • 6 Beds
    • 9 Baths
    • 10,078 Sq Ft

    41 Mohawk Ln, Greenwich, CT 06831

    LUMEN HOUSE Set behind a private bridge on four gated acres of west-facing land, Lumen House is a 10,000+ square foot modern estate that transcends the ordinary. Conceived through a rare collaboration between Boutique Project Development, Atkins Construction Group, and the celebrated Vakota Architecture, this six-bedroom, nine-and-a-half-bath residence stands as one of Backcountry Greenwich's

    Jeffrey Jackson Corcoran Centric Realty LLC

    41 Mohawk Ln, 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
  • /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
  • /67

    $14,600,000

    $1M PRICE DROP
    • 8 Beds
    • 14 Baths
    • 17,121 Sq Ft

    164 Round Hill Rd, Greenwich, CT 06831

    Unrivaled in its beauty, design, build and landscape, this unparalleled Mid-Country estate showcases an extensive 4 year restoration and renovation by leading industry visionaries Sam Mitchell and Nordic Builders. This stunning eight-bedroom English Manor sits at the end of a long, gated driveway on Round Hill Road with spectacular European-inspired gardens, sparkling pool and three bed/three

    Julie Church Houlihan Lawrence

    164 Round Hill Rd, Greenwich, CT 06831
  • /22

    $7,995,000

    • 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 and the ultimate privacy. Boarded by protected land on three sides, 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.

    Brittany Baity Compass Connecticut, LLC

    38 Partridge Hollow 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
  • /17

    $13,950,000

    • Land
    • 7.2 Acres
    • $1,937,500 per Acre

    122 Round Hill Rd, Greenwich, CT 06831

    Seven-plus acres on Round Hill Road, brought to market after six decades in one family. An existing approximately 8,000 SF Connecticut Colonial sits on the parcel -- livable today and easily occupied during the planning and entitlement phase. Additional improvements include a nearly one-acre pond at the back of the property, a resort-style pool, tennis court, two-bedroom guest cottage, and

    Leslie McElwreath Sotheby's International Realty

    122 Round Hill Rd, Greenwich, CT 06831
  • /39

    $17,995,000

    • 7 Beds
    • 10 Baths
    • 15,216 Sq Ft

    19 Khakum Dr, Greenwich, CT 06831

    Privately set on more than 6 extraordinary acres within the prestigious Khakum Wood Association, this award-winning estate offers distinction, privacy, and architectural excellence in an A+ location. Clad in limestone, fieldstone, and stucco and crowned by a graduated slate roof, the residence is defined by timeless elegance and exceptional quality. Bright interiors feature soaring ceilings,

    Deborah Ward Sotheby's International Realty

    19 Khakum Dr, Greenwich, CT 06831
  • /51

    $13,495,000

    • 6 Beds
    • 10 Baths
    • 11,373 Sq Ft

    7 Loch Ln, Greenwich, CT 06830

    Privately tucked away at the end of a tranquil lane in prestigious Mid-Country Greenwich, this custom built stone manor is a rare offering of timeless architecture, exceptional craftsmanship, and resort-like amenities. Encompassing more than 11,373 square feet and set upon 3.2 exquisitely landscaped level acres, the estate is surrounded by sweeping lawns, mature specimen plantings, and

    Leslie McElwreath Sotheby's International Realty

    7 Loch Ln, Greenwich, CT 06830
  • /34

    $9,500,000

    $1M PRICE DROP
    • 6 Beds
    • 8 Baths
    • 9,834 Sq Ft

    174 Round Hill Rd, Greenwich, CT 06831

    Spectacular home offering a great lifestyle - this custom built handsome Colonial is set up high on 2 exceptional acres in the coveted Golden Triangle and just minutes from town and schools. This sun-filled 6-bedroom home with 10' ceilings is designed for seamless indoor-outdoor living. Gracious formal and informal rooms, a gourmet eat-in kitchen, and family room open to an expansive terrace with

    B.K. Bates Houlihan Lawrence

    174 Round Hill Rd, Greenwich, CT 06831
  • /7

    $2,895,000

    • Land
    • 4.31 Acres
    • $671,694 per Acre

    67 Bedford Rd, Greenwich, CT 06831

    Discover a rare opportunity to build your dream estate on more than 4 beautiful, level acres in backcountry Greenwich. Surrounded by multi-million-dollar homes, this exceptional property offers both privacy and convenience, located near Audubon with easy access to the Merritt Parkway, Glenville, and Armonk. Adding to its appeal, the previous structure has been removed, along with the underground

    Natalya Parker William Raveis Real Estate

    67 Bedford Rd, Greenwich, CT 06831
  • /7

    $5,950,000

    • Land
    • 3.13 Acres
    • $1,900,958 per Acre

    8 Sheffield Way, Greenwich, CT 06831

    Three-plus acres -- a two-plus-acre homesite in a proper clearing with an additional private wooded acre beyond, giving the property a genuine sense of privacy and retreat. Woodland borders rather than encloses, with a gently moving creek running along the back and a private trail through the trees. Complete feasibility studies in hand -- septic, perc, drainage, setbacks, and house siting -- with

    Leslie McElwreath Sotheby's International Realty

    8 Sheffield Way, Greenwich, CT 06831
  • /36

    $3,495,000

    Open Sun 1PM - 3PM
    • 5 Beds
    • 5.5 Baths
    • 4,067 Sq Ft

    11 Butternut Hollow Rd, Greenwich, CT 06830

    Sun-filled Colonial set on 2 private acres with desirable east/west exposures, offering exceptional privacy and natural beauty. Thoughtfully updated throughout, the home features a renovated gourmet kitchen with premium appliances, breakfast area, and seamless connection to the family room. French doors open to a terraced deck overlooking lush grounds, mature landscaping, a charming bridge, and

    Mary Ann Grabel Sotheby's International Realty

    11 Butternut Hollow Rd, Greenwich, CT 06830
  • /39

    $8,195,000

    $700K PRICE DROP
    • 8 Beds
    • 10 Baths
    • 11,066 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
  • /34

    $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 on 3 sides by the beautiful Audubon property. Enjoy breathtaking woodland views from almost every room. Relax on the deck and listen to birds. Forget the ''to-do'' list--it's

    Elizabeth Johnson BHHS New England Properties

    24 Hardscrabble Rd, Greenwich, CT 06831
  • /39

    $7,995,000

    • 7 Beds
    • 7 Baths
    • 9,608 Sq Ft

    27 Locust Rd, Greenwich, CT 06831

    Set on 4.1 beautifully landscaped acres at the corner of Locust Road and Carpenters Brook, this exceptional Greenwich estate blends timeless elegance, privacy, and resort-style living. A sweeping circular driveway leads to the approximately 8,300-square-foot main residence, surrounded by mature trees, flowering gardens, stone walls, and expansive lawns designed by Wesley Stout Landscape

    Julie Church Houlihan Lawrence

    27 Locust 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
  • /48

    $7,995,000

    • 7 Beds
    • 11.5 Baths
    • 8,456 Sq Ft

    115 Lower Cross Rd, Greenwich, CT 06831

    Set on 4+ pristine acres along a quiet private lane, this stately Greenwich estate is equally suited to formal entertaining and everyday living. High ceilings and gracious scale define four full levels. Every room rewards a second look: the curved wall of the living room, the coffered library ceiling, the light-filled third floor family room, and the stunning floors throughout. The primary suite

    Julie Grace Burke Compass Connecticut, LLC

    115 Lower Cross Rd, Greenwich, CT 06831
  • /47

    $3,425,000

    • 4 Beds
    • 4.5 Baths
    • 4,616 Sq Ft

    469 Taconic Rd, Greenwich, CT 06831

    Beautifully updated 4/5-bedroom, 4.1-bath residence offering a turnkey lifestyle with the perfect blend of modern luxury and timeless character, privately set on 1.85 serene, park-like acres. A circular driveway welcomes you to a fenced yard with a beautifully sited pool, expansive entertaining patio, and gently rolling grassy knolls creating a peaceful, private retreat. Designed for both

    Missy Freccia BHG RE Shore & Country Prop.

    469 Taconic Rd, Greenwich, CT 06831
  • /7

    $4,950,000

    • Land
    • 2.11 Acres
    • $2,345,972 per Acre

    6 Sheffield Way, Greenwich, CT 06831

    A two-plus-acre parcel at the corner of Sheffield Way and Lismore Lane, on an especially quiet stretch of mid-country Greenwich - a street where it is easy to enjoy the outdoors. Old stone walls and a root cellar on the land are enduring features that tie the parcel to its own history. Complete feasibility studies in hand -septic, perc, drainage, setbacks, and house siting - with town water and

    Leslie McElwreath Sotheby's International Realty

    6 Sheffield Way, Greenwich, CT 06831
  • /13

    $10,995,000

    • 6 Beds
    • 10 Baths
    • 12,310 Sq Ft

    67 Stag Ln, Greenwich, CT 06831

    Set on 5 quiet, private acres, this 2027 new construction is customizable through July 2026, with 4 finished levels of thoughtful living spaces. With 6 bedrooms, 8.2 baths, elevator, golf simulator, outdoor kitchen + lge pool, ideal for everyday living + elevated entertaining. A double height foyer introduces the main level, where formal + informal spaces flow seamlessly. The kitchen, breakfast

    Amanda Bates Houlihan Lawrence

    67 Stag Ln, Greenwich, CT 06831
  • /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
  • /39

    $8,250,000

    • 6 Beds
    • 9 Baths
    • 9,440 Sq Ft

    34 Carrington Dr, Greenwich, CT 06831

    A rare offering in back-country Greenwich, this timeless estate is set on 3.58 exquisitely landscaped and gated acres, masterfully blending classic architecture with contemporary luxury. Designed for both grand-scale entertaining and intimate everyday living, the residence offers a sun-filled interior with soaring ceilings, custom millwork, and modern, bespoke finishes throughout. The grand foyer

    Carissa Larriuz Houlihan Lawrence

    34 Carrington Dr, 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
  • /29

    $5,095,000

    • 6 Beds
    • 4.5 Baths
    • 5,416 Sq Ft

    57 Clapboard Ridge Rd, Greenwich, CT 06830

    Perfectly situated in the heart of Greenwich's coveted Mid-Country, this elegant 5+ bedroom residence offers timeless appeal & exceptional privacy on 2.1 beautifully landscaped acres. A thoughtful floor plan with well-proportioned rooms, an inviting eat-in kitchen seamlessly connected to the family room, a cozy den & 4 fireplaces that add warmth and character throughout.The spacious primary suite

    Maria Crowley Houlihan Lawrence

    57 Clapboard Ridge Rd, Greenwich, CT 06830
  • /58

    $7,950,000

    • 5 Beds
    • 9 Baths
    • 8,911 Sq Ft

    74 Rock Maple Rd, Greenwich, CT 06830

    Set on four beautifully landscaped acres in Greenwich, 74 Rock Maple Road is a classic Georgian-style residence that blends timeless architecture with exceptional modern amenities. Recently updated with a stunning new kitchen and beautifully renovated bathrooms, the home is designed for both elegant entertaining and comfortable everyday living. Gracious sun-filled interiors, a thoughtful floor

    Jenny Allen Compass Connecticut, LLC

    74 Rock Maple Rd, Greenwich, CT 06830
  • /19

    $999,000

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

    1018 North St, Greenwich, CT 06831

    Vintage craftsman colonial home on North Street with lots of potential to accentuate its cosy charm or bring your vision to update to suit your personal style. Close to Bedford shopping and restaurants and houses of worship. Accessible to Merritt Parkway and Fifteen minutes drive to Todds Point beach and all downtown Greenwich has to offer. Total roof replacement down to beams in 2020. Septic

    Gerry Nusbaum Brown Harris Stevens

    1018 North St, Greenwich, CT 06831
  • /60

    $6,900,000

    $1M PRICE DROP
    • 5 Beds
    • 5 Baths
    • 3,669 Sq Ft

    640 Round Hill Rd, Greenwich, CT 06831

    A fully renovated antique farmhouse offering approximately 3,669 square feet of refined living space, a pool, party barn, equestrian with 3 stalls and tack room 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
  • /41

    $6,750,000

    • 5 Beds
    • 7 Baths
    • 9,493 Sq Ft

    991 Lake Ave, Greenwich, CT 06831

    A truly exceptional Greenwich estate combining privacy, sophistication in a coveted backcountry setting. Set on four secluded acres, this classic European-inspired residence offers timeless elegance and exceptional living spaces. The main level features a gourmet chef's kitchen, charming family room with fireplace, formal dining room, dramatic beamed living room with stone fireplace,and double

    Susan Fleisher Coldwell Banker Realty

    991 Lake Ave, Greenwich, CT 06831
  • /69

    $7,450,000

    • 6 Beds
    • 7 Baths
    • 6,972 Sq Ft

    736 Lake Ave, Greenwich, CT 06830

    Timeless 1925 Colonial reimagined for modern living. Set on oversized, stunning 3.43 private acres in a coveted Mid-Country Greenwich location, this exceptional estate offers over 7,000 square feet of beautifully updated living space. Thoughtfully transformed, the home seamlessly blends the architectural character and craftsmanship of a bygone era with sleek contemporary design and today's most

    Stephen Archino Sotheby's International Realty

    736 Lake Ave, Greenwich, CT 06830
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