28

Homes for Sale near Parkway School

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  • /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

    $8,495,000

    • 6 Beds
    • 7.5 Baths
    • 9,113 Sq Ft

    13 Wyckham Hill Ln, Greenwich, CT 06831

    Framed by mature trees, this brick Georgian-style home overlooks sweeping lake views on 4.26 sylvan acres with a pool and squash court. Custom-built by the current owners, the house blends traditional design with contemporary finishes and offers a sophisticated floor plan with six bedrooms, seven bathrooms, three double-sided fireplaces. Exquisite Christopher Peacock kitchen, walk-out lower level

    Leslie McElwreath Sotheby's International Realty

    13 Wyckham Hill 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
  • /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
  • /67

    $15,600,000

    • 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
  • /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
  • /27

    $10,950,000

    • 6 Beds
    • 7 Baths
    • 9,834 Sq Ft

    174 Round Hill Rd, Greenwich, CT 06831

    Spectacular 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 outdoor fireplace and

    B.K. Bates Houlihan Lawrence

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

    $3,120,000

    • 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
  • /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
  • /31

    $15,995,000

    • 6 Beds
    • 8 Baths
    • 8,962 Sq Ft

    44 Khakum Wood Rd, Greenwich, CT 06831

    Located in Khakum Wood Association, a premier Greenwich location. The extensive 3 year expansion & renovation completed in 2025 is the collaboration of Top 100 Architectural Digest designers and architects: McAlpine House,Studio Mellone, Mario Neivera,with construction by the Tallman Builders.Reimagined for today's living.Pool, Carriage house with apartment, gym, infrared sauna, Savant smart

    Robin Kencel Compass Connecticut, LLC

    44 Khakum Wood 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

    $4,495,000

    • 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
  • /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
  • /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
  • /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
  • /37

    $3,595,000

    • 6 Beds
    • 6 Baths
    • 5,112 Sq Ft

    15 Desiree Dr, Greenwich, CT 06830

    Set on a cul-de-sac, this inviting Colonial offers a bright interior, flexible layout, and six bedrooms on two quiet acres. A welcoming foyer with soaring ceiling opens to the sunlit dining room with bay window and living room with fireplace and doors leading to a large deck overlooking the backyard. The kitchen has been expanded and renovated, featuring a built-in desk and breakfast area with

    Julie Church Houlihan Lawrence

    15 Desiree Dr, 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
  • /33

    $3,495,000

    • 5 Beds
    • 4.5 Baths
    • 6,330 Sq Ft

    41 Londonderry Dr, Greenwich, CT 06830

    Overlooking the 5th tee of Burning Tree Country Club with sweeping golf course views, this distinctive 6,330 SF, 5-bedroom, 41⁄2-bath residence comes to market for the first time in 49 years. Set on 2.15 private acres, the home blends mid-century modern style with sophistication and comfort.Walls of glass, soaring ceilings and abundant natural light draw the outdoors in, creating a seamless

    Cheryl Makrinos Sotheby's International Realty

    41 Londonderry Dr, Greenwich, CT 06830
  • /40

    $6,790,000

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

    4 Cowdray Park Dr, Greenwich, CT 06831

    Situated within the gated enclave of Conyers Farm in backcountry Greenwich, this elegant French Chateau embodies architectural distinction, privacy, and resort-style living. Here, heritage and pastoral elegance converge, framed by rolling polo grounds, preserved countryside, and an atmosphere defined by quiet exclusivity. Set gracefully on more than 13 acres, comprised of mature woodlands, and

    Vickie Kelley Camelot Real Estate

    4 Cowdray Park Dr, Greenwich, CT 06831
  • /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
  • /26

    $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. 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
  • /22

    $5,395,000

    • 5 Beds
    • 7 Baths
    • 5,446 Sq Ft

    3 Konittekock Rd, Greenwich, CT 06831

    Set on a quiet cul-de-sac in the prestigious Khakum Wood Association, this exquisitely renovated, sun-filled home offers elegant lakefront living. The kitchen opens to a spacious family room with fireplace, while a sunroom with wet bar overlooks the lake and private island. Additional highlights include a paneled living room with fireplace, dining room with built-ins, and an office. The luxurious

    Joseph Barbieri Sotheby's International Realty

    3 Konittekock Rd, Greenwich, CT 06831
  • /30

    $11,250,000

    • 5 Beds
    • 6.5 Baths
    • 6,966 Sq Ft

    188 Round Hill Rd, Greenwich, CT 06831

    Spanning 11 remarkable Mid-Country acres on Round Hill Road, this exceptional property offers sweeping western exposures over rolling meadow land framed by mature specimen trees--an increasingly rare and investment-worthy setting. The five bedroom main residence, designed by renowned architect Mott B. Schmidt, showcases elegant formal spaces, an eat-in kitchen, and a tranquil primary suite with

    Leslie McElwreath Sotheby's International Realty

    188 Round Hill Rd, 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
  • /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
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