48

Homes for Sale near Parkway School

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  • /36

    $2,900,000

    • 3 Beds
    • 2.5 Baths
    • 4,670 Sq Ft

    98 Hunting Ridge Rd, Greenwich, CT 06831

    Anchored into a hillside, this three level Mid Century Marvel is proof that two things can be true at the same time, as it both blends into, and stands out in, the surrounding natural habitat of native plants and massive rocks sculpted by a long-forgotten glacier. This property in North Greenwich is truly one of a kind, designed and built by the visionary artist and architect Norman Hoberman, it

    Agent Photo

    Betsy Anderson

    William Pitt Sotheby's Int'l

    (475) 275-0824

    98 Hunting Ridge Rd, Greenwich, CT 06831
  • /27

    $6,795,000 Open Sun 12PM - 2PM

    • 6 Beds
    • 8 Baths
    • 7,447 Sq Ft

    79 Richmond Hill Rd, Greenwich, CT 06831

    Completely renovated exquisitely designed Colonial-style home, nestled on 4 park-like acres. Custom millwork, built-ins, designer lighting, and European fixtures. Light-filled family dining area featuring a 20-foot curved sliding glass wall that opens to the patio and pool. The Primary Suite boasts private balcony, large dressing room, and luxurious bath complete with radiant heated floors,

    Agent Photo

    Kevin Stone

    Sotheby's International Realty

    (475) 255-6696

    79 Richmond Hill Rd, Greenwich, CT 06831
  • /54

    $8,250,000

    • 6 Beds
    • 10 Baths
    • 9,600 Sq Ft

    828 North St, Greenwich, CT 06831

    Pristine stone Georgian colonial set on over four acres of verdant level lawn in back country Greenwich. Custom built, this 9,600+/- SF home was crafted with high ceilings, custom moldings and superb attention to detail on all three levels serviced by an elevator. Stunning double height entry, elegant formal rooms, gourmet kitchen with sun-filled breakfast area adjoining double height family room

    Leslie McElwreath Sotheby's International Realty

    828 North St, Greenwich, CT 06831
  • /40

    $8,850,000

    • 6 Beds
    • 8 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

    Carissa Larriuz Houlihan Lawrence

    34 Carrington Dr, Greenwich, CT 06831
  • /42

    $13,995,000

    • 7 Beds
    • 12 Baths
    • 14,169 Sq Ft

    7 Dairy Rd, Greenwich, CT 06830

    New Luxury abounds in this meticulously crafted home, where carefully curated finishes and the highest building standards are evident throughout. Oversized European custom windows bathe the interiors in natural light, highlighting the chic modernity of the white oak floors that flow seamlessly across the main level.The heart of the home is the stunning Taj Mahal quartzite, open-plan kitchen - a

    Avi Barkai Pine Capital Ventures LLC

    7 Dairy Rd, Greenwich, CT 06830
  • /43

    $6,700,000

    • 6 Beds
    • 11 Baths
    • 10,036 Sq Ft

    280 Round Hill Rd, Greenwich, CT 06831

    Ideally sited on more than two acres just minutes from town, this timeless and light-filled colonial offers the perfect blend of classic elegance and modern luxury. Graciously scaled rooms begin with an expansive foyer that provides a stunning front-to-back view, setting the tone for the rest of the home.The main residence features a private gym, home theater, custom 1,000-bottle wine cellar, six

    Susan Holey Sotheby's International Realty

    280 Round Hill Rd, Greenwich, CT 06831
  • /38

    $7,250,000

    • 5 Beds
    • 6 Baths
    • 6,714 Sq Ft

    21 Aiken Rd, Greenwich, CT 06831

    Introducing a timeless Round Hill estate, on the market for the first time in over 50 years. Nestled midway along a quiet cul-de-sac, this pastoral property spans over 10+ sweeping, private acres with mature plantings and specimen tress overlooking a tranquil pond. The main residence features beautifully proportioned, sun-filled rooms, 5 bedrooms, 4 full and 2 half baths, and a walk-out lower

    Krissy Blake Sotheby's International Realty

    21 Aiken Rd, Greenwich, CT 06831
  • /26

    $12,750,000

    • 7 Beds
    • 12 Baths
    • 10,058 Sq Ft

    35 Andrews Farm Rd, Greenwich, CT 06831

    Exquisitely designed home defines elegance and exclusivity. This one of a kind 7 bedroom, 7/5 bath, 10,000+ square foot estate home in the Andrews Farm Association, nestled in the prestigious back country of Greenwich. Situated on 8 manicured acres, this property boasts an awe-inspiring garden designed by Penelope Hobhouse; featuring fruit orchards, a greenhouse, raised vegetable gardens,

    Kevin Sneddon Compass Connecticut, LLC

    35 Andrews Farm Rd, Greenwich, CT 06831
  • /25

    $10,500,000

    • 7 Beds
    • 12 Baths
    • 10,058 Sq Ft

    35 Andrews Farm Rd, Greenwich, CT 06831

    Exquisitely designed home defines elegance and exclusivity. This one of a kind 7 bedroom, 7/5 bath, 10,000+ square foot estate home in the Andrews Farm Association, nestled in the prestigious back country of Greenwich. Situated on 4 manicured acres, this property boasts an awe-inspiring garden designed by Penelope Hobhouse; featuring fruit orchards, a greenhouse, raised vegetable gardens,

    Kevin Sneddon Compass Connecticut, LLC

    35 Andrews Farm Rd, Greenwich, CT 06831
  • /52

    $16,500,000

    • 7 Beds
    • 11 Baths
    • 11,870 Sq Ft

    29 Round Hill Club Rd, Greenwich, CT 06831

    Designed and constructed from the ground up by prominent architect Doug VanderHorn in 2006, Les Arbres is an utterly spellbinding French country manor secluded on almost 4 acres and bordered by almost 78 acres of protected land. The appealing symmetry of the architecture is mirrored in the extensive formal topiary landscaping in the forecourt. Recently renovated in 2021, the baronial exterior

    Leslie McElwreath Sotheby's International Realty

    29 Round Hill Club Rd, Greenwich, CT 06831
  • /34

    $6,995,000

    • 5 Beds
    • 7 Baths
    • 8,685 Sq Ft

    118 John St, Greenwich, CT 06831

    Extraordinary, custom-built 5 bedroom stone + shingle Colonial is tucked away on 10 beautifully landscaped gated acres in serene backcountry. Sunlit 8685SF interior boasts generously scaled rooms w high ceils + stunning details incl four WB FPs + wide plank floors. The house is designed to take full advantage of picturesque setting bringing the outside in from all rooms. 1st floor has an open

    B.K. Bates Houlihan Lawrence

    118 John St, Greenwich, CT 06831
  • /36

    $7,500,000

    • 7 Beds
    • 9 Baths
    • 14,066 Sq Ft

    4 Cowdray Park Dr, Greenwich, CT 06831

    Nestled within the confines of Conyers Farm, this French Normandy chateau epitomizes exclusivity and grandeur. Blending exquisite architecture with lavish comforts and resort amenities that elevate luxury living to new heights. Showcasing impeccable materials, palatial entertaining spaces, a luxurious kitchen, family room, paneled library, and a sprawling terrace overlooking the pool. Seven

    Joan Marks Christie's International Real Estate

    4 Cowdray Park Dr, Greenwich, CT 06831
  • /47

    $6,590,000

    • 6 Beds
    • 8 Baths
    • 7,921 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
  • /51

    $11,300,000

    • 12 Beds
    • 16 Baths
    • 16,487 Sq Ft

    724 North St, Greenwich, CT 06831

    Eight private, gated acres showcase a sprawling back-country home with stone terraces, secluded backyard, fountain and resort-style amenities including tennis court, indoor pool, spa, steam room and separate office. Thoughtful floor plan accommodates both grand scale entertaining as well as comfortable everyday living with elegant formal rooms, fireplaces in living, family rooms and library;

    Julie Church Houlihan Lawrence

    724 North St, Greenwich, CT 06831
  • /32

    $8,950,000

    • 6 Beds
    • 10 Baths
    • 8,146 Sq Ft

    26 Andrews Farm Rd, Greenwich, CT 06831

    Classic brick Georgian updated for today's lifestyle. Just renovated, the residence features high ceilings, oversized windows, hardwood flooring, tasteful stone and tile throughout three levels, a splendid backdrop for both formal and casual entertaining. One of a kind first-floor primary suite with two stunning bathrooms and two dressing rooms. Elegant formal rooms open to a west-facing brick

    Leslie McElwreath Sotheby's International Realty

    26 Andrews Farm Rd, Greenwich, CT 06831
  • /38

    $7,995,000

    • 6 Beds
    • 10 Baths
    • 10,796 Sq Ft

    230 Taconic Rd, Greenwich, CT 06831

    A timeless Connecticut Compound in mid-country Greenwich custom designed and built by a coveted team. Resting on 4.7 private level acres with a two bedroom guest house and barn/accessory garage. The sun-filled stylish interior features 10+foot ceilings, grand front-to-back entrance hall, refined living and dining rooms; large handsome library and five inviting fireplaces all with bespoke

    Ellen Mosher Houlihan Lawrence

    230 Taconic Rd, Greenwich, CT 06831
  • /4

    $7,995,000 New Construction

    • 6 Beds
    • 7.5 Baths
    • 9,460 Sq Ft

    11 Winterset Rd, Greenwich, CT 06830

    Move in late summer 2025 to this Mid Country New Construction smart home on 2.16 exquisite level acres will be ready for mid fall move in. 9400+ SF of finished space on 3 floors with extra height ceilings throughout. Primary suite and 4 en-suite bedrooms on 2nd floor and a 6th bedroom in the walkup lower level. Custom kitchen with Subzero/Wolf Appliances, island and breakfast area. Spectacular

    Amanda Bates Houlihan Lawrence

    11 Winterset Rd, Greenwich, CT 06830
  • /15

    $3,000,000

    • 2 Beds
    • 3 Baths
    • 1,707 Sq Ft

    176 Bedford Rd, Greenwich, CT 06831

    Carriage house on 4 acres updated and expanded in 2000.Enlarge or keep as a guest house and build new on the beautiful flat acreage.

    Joann Erb Brown Harris Stevens CT, LLC

    176 Bedford Rd, Greenwich, CT 06831
  • /35

    $2,495,000

    • 8 Beds
    • 3 Baths
    • 3,454 Sq Ft

    295 Taconic Rd, Greenwich, CT 06831

    Incredible opportunity to own this stunning property on 5.2 level acres near Stanwich Country Club. The Brush-Lockwood House features a charming front porch, gazebo, and 8 bedrooms spanning 4 levels with well-scaled rooms and high ceilings. The bright interior offers wide plank hardwood floors, spacious great room with fireplace, and restored floor-to-ceiling windows. Privacy awaits you on the

    Christopher Conetta Houlihan Lawrence

    295 Taconic Rd, Greenwich, CT 06831
  • /20

    $5,850,000

    • 5 Beds
    • 6 Baths
    • 8,818 Sq Ft

    12 Dwight Ln, Greenwich, CT 06831

    Experience the charm of a genuine 17th-century Elizabethan manor, meticulously reconstructed on over four acres of beautifully landscaped grounds showcasing exquisite gardens, stunning masonry, and exceptional amenities. Located on a picturesque private lane, this home preserves the architectural essence of a classic English manor, featuring historic wooden beams sourced and carefully dismantled

    Yashmin Lloyds Compass Connecticut, LLC

    12 Dwight Ln, Greenwich, CT 06831
  • /42

    $4,350,000

    • 5 Beds
    • 7 Baths
    • 5,257 Sq Ft

    331 Round Hill Rd, Greenwich, CT 06831

    Built in 1758 and thoughtfully updated, this exceptional residence offers a rare blend of historic craftsmanship and modern luxury. Original wide-plank hardwood floors, hand-hewn beams, and wood-burning fireplaces preserve its character, while the reimagined kitchen with premium appliances and elegant, updated baths provide a high standard of comfort. The interiors are expansive yet inviting,

    Jack Sarsen Compass Connecticut, LLC

    331 Round Hill Rd, 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
  • /48

    $2,650,000

    • 4 Beds
    • 5 Baths
    • 4,447 Sq Ft

    5 Whitney Dr, Greenwich, CT 06831

    Stone pillars and a serene Koi pond set the tone as you enter this beautiful property offering 4.58acres abutting the Audubon Sanctuary and trails. This easy living ranch home offers an open and sundrenched layout. The dramatic foyer boasts soaring ceilings and walls of windows and doors surrounding you. Take a gracious step down into the living room with fireplace and doors to an expansive

    Lisa DeFonce Houlihan Lawrence

    5 Whitney Dr, Greenwich, CT 06831
  • /44

    $19,500,000

    • 8 Beds
    • 17 Baths
    • 26,454 Sq Ft

    11 Langhorne Ln, Greenwich, CT 06831

    Famed architect Boris Baranovich designed this extraordinary stone Georgian estate of 26,000+/- square feet on 8.788 secluded acres off of Round Hill Road. Exquisitely executed, this stately manor home offers eight bedrooms and twelve full and five half bathrooms throughout four levels of living space. Mature trees and lush lawn surround this exceptional estate with two gated entrances: one to

    Leslie McElwreath Sotheby's International Realty

    11 Langhorne Ln, Greenwich, CT 06831
  • /37

    $3,950,000

    • 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
  • /37

    $4,995,000

    • 6 Beds
    • 9 Baths
    • 8,221 Sq Ft

    427 Taconic Rd, Greenwich, CT 06831

    This peerless estate sits less than one short mile from the Banksville shopping center where the acclaimed gourmet & coffee shop entices locals to linger and chat. A 3-story entry is flooded with natural light from the glass dome above, and open plan living flows seamlessly. Formal living & dining rooms give way to kitchen/great room with massive central island, wide open dining area, & family

    Julie Grace Burke Compass Connecticut, LLC

    427 Taconic Rd, Greenwich, CT 06831
  • /38

    $6,300,000

    • 9 Beds
    • 7 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
  • /18

    $3,500,000

    • Land
    • 4.01 Acres
    • $872,818 per Acre

    532 Round Hill Rd, Greenwich, CT 06831

    Get away from it all and come see this picturesque 4 acre lot on coveted Round Hill Road. Charming updated 3 bedroom cottage with 2-car garage you can live in, expand or tear down. From the large back deck, enjoy beautiful vistas of the rolling meadow and lovely pond at the edge of the property. Catch a fish in the spring or skate on it in the winter. Peaceful and quiet, you can design your dream

    Danielle Claroni Sotheby's International Realty

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

    $1,685,000

    • Land
    • 2.42 Acres
    • $696,281 per Acre

    366 Riversville Rd, Greenwich, CT 06831

    A tranquil, private road leads to 2.42 acres of beautifully landscaped land. With Health Department approval for a five-bedroom septic system, this property offers the perfect opportunity to build your ideal home. No wetlands, and no ledge on the property. Enjoy the peace and privacy of your own oasis, all while being conveniently close to town, private schools, and the Merritt Parkway for easy

    Joy Kim Metalios Houlihan Lawrence

    366 Riversville Rd, Greenwich, CT 06831
  • /41

    $5,900,000

    • 6 Beds
    • 10 Baths
    • 7,438 Sq Ft

    27 Stiles Ln, Greenwich, CT 06831

    Grand Greenwich Estate | Luxurious Living on 4.3 Acres Nestled at the end of a quiet cul-de-sac, 27 Stiles Lane is a magnificent brick manor set on 4.3 private acres of lush, manicured grounds. Offering 7,438 square feet of refined living space, this exceptional estate is designed for those who appreciate elegance, comfort, and unparalleled amenities. Inside, the grandeur unfolds with six ensuite

    Fatou Niang Julia B Fee Sothebys Int. Rlty

    27 Stiles Ln, Greenwich, CT 06831
  • /55

    $5,495,000

    • 5 Beds
    • 10 Baths
    • 10,640 Sq Ft

    8 Chieftans Rd, Greenwich, CT 06831

    GRAND, GRAND, GRAND with 10,000+ sq.ft. lifestyle. Greenwich's prestigious loc. CHIEFTANS offering 24/7 gatehouse sec.+concierge serv. Impressive wrought iron gates swing open, they reveal the allee of pear trees to paradise.This est's prop. was the orig. 1911 Borden Milk fortune. Bespoke without maintenance. One of the larger palatial gems sitting back against the Fairchild Gardens Nature

    Janet Milligan Sotheby's International Realty

    8 Chieftans Rd, Greenwich, CT 06831
  • /38

    $4,500,000

    • 5 Beds
    • 5 Baths
    • 5,272 Sq Ft

    33 Cliffdale Rd, Greenwich, CT 06831

    Stunning estate in Greenwich's prestigious Back Country. Set on 4 acres of rolling lawns, this 5,200+ sq ft Colonial blends timeless charm with modern luxury and privacy. Enter through a gated stone entrance to a home beautifully renovated by renowned Lighthouse Architects, with plans for expansion. The magnificent primary suite features a private boudoir, mahogany vaulted ceiling, and fireplace.

    Marli Meier Corcoran Centric Realty LLC

    33 Cliffdale Rd, Greenwich, CT 06831
  • /46

    $17,500,000

    • 7 Beds
    • 13 Baths
    • 16,597 Sq Ft

    11 Conyers Farm Dr, Greenwich, CT 06831

    Breathtaking lake, waterfall and nature views enhance this architecturally sundrenched Colonial with unrivaled amenities on 19.69 private acres-best location in Conyers Farm. On the market for the 1st time, this custom designed Home by architect Robert Lamb Hart takes full advantage of the beautiful setting with walls of windows overlooking the lake in a stunning open floor plan. Easy access to

    Anne Ward Houlihan Lawrence

    11 Conyers Farm Dr, Greenwich, CT 06831
  • /19

    $10,995,000

    • Land
    • 11 Acres
    • $999,545 per Acre

    188 Round Hill Rd, Greenwich, CT 06831

    11 acres on Round Hill Road in Mid-Country Greenwich, a rare find! This is $1m/acre in a 2-acre zone. Subdivision possible. Stunning western views of open sky, grassy meadow & mature specimen trees. The existing home, designed by Mott B. Schmidt, has elegant formal rooms, 5 bdrms, eat-in kitchen & spectacular primary bathroom. Property also includes heated pool, 2 bedroom cottage (with recently

    Amanda Miller Houlihan Lawrence

    188 Round Hill Rd, Greenwich, CT 06831
  • /47

    $25,000,000

    • 6 Beds
    • 12 Baths
    • 12,312 Sq Ft

    24 Conyers Farm Dr, Greenwich, CT 06831

    In one of the most beautiful settings in the exclusive Conyers Farm Association, this stately, ivy-clad stone manor is majestically sited overlooking 25 rolling acres. Long southern views extend over 2 lots, with exquisite formal gardens, an inviting pool and putting green. Recently renovated with impeccable taste, the gracefully scaled 12,312 sq ft floorplan offers 6 bedrooms and 6 baths.

    Joseph Barbieri Sotheby's International Realty

    24 Conyers Farm Dr, Greenwich, CT 06831
  • /38

    $2,750,000

    • 6 Beds
    • 4.5 Baths
    • 4,702 Sq Ft

    85 Cutler Rd, Greenwich, CT 06831

    This New England-style center hall colonial sits majestically atop a long private drive in idyllic back country Greenwich. The combination of outdoor spaces, set on 4 acres, make this home ideal for relaxation & entertaining...an in-ground pool, pool house, tennis court, and a versatile heated barn for creative pursuits. The interior features truly create an inviting atmosphere. Custom moldings,

    Jodi Gutierrez Alliance R.E. Consultants

    85 Cutler 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
  • /41

    $3,100,000 Open Sun 2PM - 4PM

    • 6 Beds
    • 8 Baths
    • 6,635 Sq Ft

    8 Tinker Ln, Greenwich, CT 06830

    Located just 8 min. from downtown GR & tucked away at the end of a quiet cul-de-sac off of Lake Ave, this exceptional property offers privacy and space. Spanning 2.07 acres of beautiful grounds with a circular driveway, this timeless home offers 6,636SF of living space designed for both comfort and grand-scale entertaining. With 6 bedrooms, 5 full baths and 3 half baths, every detail of this

    Joan Suter BHHS New England Properties

    8 Tinker Ln, Greenwich, CT 06830
  • /46

    $19,500,000

    • 5 Beds
    • 7 Baths

    58 Quaker Ln, Greenwich, CT 06831

    Unparalleled equestrian estate on 16.23 private acres on three separate lots of exceptional land with pastures, paddocks, orchards, gardens, stables and an aviary. Scenic drive through historic iron gates leads to three residential structures. Exquisite newly renovated main residence #58 is a five bedroom, 5.2 bathroom shingle style house set on 5 acres. French Country kitchen with intricately

    Danielle Claroni Sotheby's International Realty

    58 Quaker Ln, Greenwich, CT 06831
  • /33

    $2,595,000

    • 5 Beds
    • 5 Baths
    • 3,975 Sq Ft

    979 Lake Ave, Greenwich, CT 06831

    Welcome to 979 Lake. Conveniently located only minutes from shopping in Greenwich, Armonk or Bedford, this modern home was renovated in 2022. Picture yourself on your expansive, heated ipe deck enjoying family & friends while getting serenaded by birds in spring & summer or take in the dramatic views through large picture windows throughout the house all year long. Frolic in the new heated

    Danielle Claroni Sotheby's International Realty

    979 Lake Ave, Greenwich, CT 06831

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