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5-Bedroom Homes for Sale in Back Country Greenwich

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  • /27

    $6,250,000 Open Sun 11AM - 12PM

    • 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
  • /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
  • /31

    $7,700,000

    • 5 Beds
    • 7 Baths
    • 12,452 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
  • /26

    $11,500,000

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

    35 Andrews Farm Rd, Greenwich, CT 06831

    Elegantly updated & impeccably maintained, this 10K+ SF estate is set on 8 manicured acres in the exclusive, gated Andrews Farm Association. Offering 7 bedrooms & 7.5 baths, this timeless home blends classic architecture with modern convenience, including a recent renovation featuring modern systems & smart home technology. The grounds, designed by renowned landscape architect Penelope Hobhouse,

    Kevin Sneddon Compass Connecticut, LLC

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

    $9,500,000

    • 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
  • /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
  • /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
  • /28

    $2,500,000

    • 5 Beds
    • 4 Baths
    • 3,772 Sq Ft

    43 Buckfield Ln, Greenwich, CT 06831

    Nestled at the end of a quiet street in one of the most prestigious towns in the country, this rare 8.5-acre estate in Greenwich, offers an exceptional opportunity for those seeking space, privacy, and potential. Built in 1936, this stately residence features 5 bedrooms, 4 full bathrooms, and over 3,700 square feet of living space, all set on a sprawling flat parcel rarely found in the area. The

    Jolanta Rojek eXp Realty

    43 Buckfield Ln, Greenwich, CT 06831
  • /28

    $3,495,000

    • 6 Beds
    • 8 Baths
    • 5,613 Sq Ft

    4 Mountain Laurel Dr, Greenwich, CT 06831

    Stately Georgian brick on a private cul-de-sac w/2 landscaped acres, stunning pool & spa. Approach via wrought iron gates to a circular driveway. Elegant, beautifully decorated home boasts 5,613 SF (add. 1000+/- sf in finished part of garden level), high ceilings, hardwood & stone floors & 5 fireplaces. Spacious entry foyer leads to gourmet kitchen w/Sub Zero, Viking & Bosch appliances, adj.

    Barbara Wells Houlihan Lawrence

    4 Mountain Laurel Dr, Greenwich, CT 06831
  • /49

    $5,200,000 Open Sat 1PM - 3PM

    • 6 Beds
    • 9 Baths
    • 7,738 Sq Ft

    897 Lake Ave, Greenwich, CT 06831

    Peaceful, serene and private best describes this property located on a lane off Lake Avenue adjacent conservation. Meticulously renovated with both functionality and playfulness in mind. The stunning entry foyer has soaring windows inviting in an abundance of natural light. A Bilotta designed kitchen, has custom cabinetry and high-end appliances and finishes. There is a spacious primary with

    Marjorie Marianacci Coldwell Banker Realty

    897 Lake Ave, Greenwich, CT 06831
  • /20

    $5,850,000

    • 5 Beds
    • 5.5 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
  • /38

    $4,350,000

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

    331 Round Hill Rd, Greenwich, CT 06831

    Built in 1758 and masterfully updated, 331 Round Hill Road offers a rare opportunity where historic character and modern comfort exist in perfect balance. Wide-plank floors, hand-hewn beams, and wood-burning fireplaces showcase early American craftsmanship, while a reimagined kitchen with premium appliances and renovated baths provides seamless functionality. The large living room offers a quiet

    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
  • /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
  • /35

    $4,995,000

    • 6 Beds
    • 7.5 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 the kitchen/great room with massive central island, wide open dining area, &

    Julie Grace Burke Compass Connecticut, LLC

    427 Taconic Rd, Greenwich, CT 06831
  • /57

    $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
    • 4.5 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
  • /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
  • /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
  • /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
  • /37

    $5,600,000

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

    27 Stiles Ln, Greenwich, CT 06831

    Grand Greenwich Estate | Luxurious Living on 4.3 AcresTucked at the end of a quiet cul-de-sac, 27 Stiles Lane is a magnificent brick manor set on 4.3 acres of private, manicured grounds. With 7,438 sq. ft. of refined living space, this estate offers six ensuite bedrooms for ultimate privacy. The home features two fireplaces and a beautiful library with custom millwork. The resort-style

    Fatou Niang William Pitt Sotheby's Int'l

    27 Stiles Ln, Greenwich, CT 06831
  • /63

    $2,595,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 4.5 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
  • /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
  • /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
  • /42

    $4,550,000

    • 7 Beds
    • 6.5 Baths
    • 7,139 Sq Ft

    69 Taconic Rd, Greenwich, CT 06831

    A true home connoisseur's dream! Newly renovated Mid-century modern home is reimagined for today! Great for multi-generational living arrangements or for addt'l WFH offices needed. Sep priv entrance leads to sep bdrm ensuite perfect for guests, family, au-pairs. The home is surrounded by harmonizing nature visible thru soaring double-height glass walls. Perched on serene 4+ acres yet minutes to

    Tina Angelos BHHS New England Properties

    69 Taconic Rd, Greenwich, CT 06831

Home Trends in Back Country Greenwich, CT

Housing Trends

Median Sale Price
$375,000
Median Single Family Sale Price
$340,955
Median Townhouse Sale Price
$350,000
Median 1 Bedroom Sale Price
$159,000
Average Price Per Sq Ft
$334
Number of Homes for Sale
10
Last 12 months Home Sales
123
Months of Supply
1.00
Median List Price
$375,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
27%
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