68

Old Greenwich, CT Homes for Sale with Acreage

Section Image Section Image
  • 20 Sherwood Farm Ln, Greenwich, CT 06831
    20 Sherwood Farm Ln, Greenwich, CT 06831
    20 Sherwood Farm Ln, Greenwich, CT 06831
    /36

    $5,495,000

    • 6 Beds
    • 8 Baths
    • 7,930 Sq Ft

    20 Sherwood Farm Ln, Greenwich, CT 06831

    Step into luxury with this newly staged custom built home in one of Greenwich's prestigious associations. Perfectly situated near downtown, this elegant property offers a blend of sophistication and convenience- now at an improved price! A stunning custom built white Georgian Colonial in the coveted mid country Sherwood Farm Association is sited on a picturesque level acre lot. This six bedroom

    Agent Photo

    Richard Higgins

    Higgins Group Bedford Square

    (203) 433-0559

    20 Sherwood Farm Ln, Greenwich, CT 06831
  • 31 Meadow Ln, Greenwich, CT 06831
    31 Meadow Ln, Greenwich, CT 06831
    31 Meadow Ln, Greenwich, CT 06831
    /31

    $13,900,000

    • 6 Beds
    • 9 Baths
    • 11,157 Sq Ft

    31 Meadow Ln, Greenwich, CT 06831

    Exceptional Tanner White ultra-luxurious six-bedroom modern residence in the estate area of Greenwich. The open floor plan with 12+ foot ceilings is filled with natural light and allows for versatile use of the dramatic formal and casual rooms, all leading to a captivating outdoor living space complete with a fireplace overlooking the serene pool with spa and verdant lawn. The interior design and

    Leslie McElwreath Sotheby's International Realty

    31 Meadow Ln, Greenwich, CT 06831
  • 2 Sparrow Ln, Greenwich, CT 06830
    2 Sparrow Ln, Greenwich, CT 06830
    2 Sparrow Ln, Greenwich, CT 06830
    /28

    $6,595,000

    • 6 Beds
    • 8 Baths
    • 5,210 Sq Ft

    2 Sparrow Ln, Greenwich, CT 06830

    Redesigned in 2019 by renowned architect Doug Vanderhorn, this 6-bedroom, 6.5-bathroom home blends exceptional craftsmanship with natural light throughout. The main level features formal living and dining rooms, a private office, and an open-concept kitchen and family room, all opening to a patio and level grounds with a playground. Upstairs, the second level features 5 en-suite bedrooms,

    Jennifer Leahy Compass Connecticut, LLC

    2 Sparrow Ln, Greenwich, CT 06830
  • 7 Dairy Rd, Greenwich, CT 06830
    7 Dairy Rd, Greenwich, CT 06830
    7 Dairy Rd, Greenwich, CT 06830
    /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
  • 52 Carriglea Dr, Riverside, CT 06878
    52 Carriglea Dr, Riverside, CT 06878
    52 Carriglea Dr, Riverside, CT 06878
    /50

    $14,250,000

    • 6 Beds
    • 8 Baths
    • 9,418 Sq Ft

    52 Carriglea Dr, Riverside, CT 06878

    Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.45 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

    Stephen Archino Sotheby's International Realty

    52 Carriglea Dr, Riverside, CT 06878
  • 78 Khakum Wood Rd, Greenwich, CT 06831
    78 Khakum Wood Rd, Greenwich, CT 06831
    78 Khakum Wood 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
  • 190 North St, Greenwich, CT 06830
    190 North St, Greenwich, CT 06830
    190 North St, Greenwich, CT 06830
    /52

    $13,995,000

    • 5 Beds
    • 9 Baths
    • 10,431 Sq Ft

    190 North St, Greenwich, CT 06830

    Nor Tor stands as one of Greenwich's finest English Manors, an extraordinary estate spanning nearly 3.5 acres of breathtaking beauty. Meticulously preserved, the manor underwent an extensive three year restoration and expansion, completed in 2010, blending historical integrity with seamless enhancements. This masterful renovation was led by architect Ira Grandberg, resulting in a breathtaking

    Leslie McElwreath Sotheby's International Realty

    190 North St, Greenwich, CT 06830
  • 41 Meadow Wood Dr, Greenwich, CT 06830
    41 Meadow Wood Dr, Greenwich, CT 06830
    41 Meadow Wood Dr, Greenwich, CT 06830
    /37

    $18,500,000

    • 6 Beds
    • 9 Baths
    • 10,275 Sq Ft

    41 Meadow Wood Dr, Greenwich, CT 06830

    With breathtaking views of Long Island Sound, this custom-built Mediterranean-style home is nestled in an exclusive gated community known as Quarry Farm in Belle Haven. Featuring a terracotta-tiled roof, this luxurious home boasts 6-bedrooms and 6.3 baths on 4.7 acres of land. The central courtyard, which serves as the heart of the home, is surrounded by common living areas with extra-height

    Jennifer Ho Douglas Elliman of Connecticut

    41 Meadow Wood Dr, Greenwich, CT 06830
  • 101 Perkins Rd, Greenwich, CT 06830
    101 Perkins Rd, Greenwich, CT 06830
    101 Perkins Rd, Greenwich, CT 06830
    /50

    $6,400,000

    • 5 Beds
    • 8 Baths
    • 7,492 Sq Ft

    101 Perkins Rd, Greenwich, CT 06830

    Situated high above Perkins Road on 2.6 acres this gated mid country 5 bedroom/5 bath residence is the ultimate in CHIC style and architectural SOPHISTICATION while also offering cozy comfort. It is the perfect MULTI-GENERATIONAL home: 2 wings offering privacy for all with generous central gathering spaces. This beautiful property has recently been updated by the current owner with many major

    Francine Ehrlich Sotheby's International Realty

    101 Perkins Rd, Greenwich, CT 06830
  • 86 Wallacks Dr, Stamford, CT 06902
    86 Wallacks Dr, Stamford, CT 06902
    86 Wallacks Dr, Stamford, CT 06902
    /40

    $5,495,000

    • 6 Beds
    • 5.5 Baths
    • 6,543 Sq Ft

    86 Wallacks Dr, Stamford, CT 06902

    Prestigious Waterfront Estate at Wallack's Point Experience the pinnacle of coastal luxury with this once-in-a-lifetime opportunity to own 1.46 acres of DIRECT Long Island Sound frontage in the gated enclave of Wallack's Point. With sweeping, unobstructed water views and nightly sunsets that feel like art, this premier waterfront property is among the most coveted on the Connecticut shoreline.

    Carla Kupiec William Raveis Real Estate

    86 Wallacks Dr, Stamford, CT 06902
  • 21 Calhoun Dr, Greenwich, CT 06831
    21 Calhoun Dr, Greenwich, CT 06831
    21 Calhoun Dr, Greenwich, CT 06831
    /50

    $6,800,000

    • 5 Beds
    • 10 Baths
    • 7,632 Sq Ft

    21 Calhoun Dr, Greenwich, CT 06831

    Welcome to ''Park Hill'', a stunning English Tudor Revival Manor known as ''The House of Seven Gables''. Updated in 2025, this historic gem nestled in the heart of Greenwich on a 1.81-acre oversized lot, offers privacy & a unique blend of timeless elegance with modern conveniences. Located in the desirable Calhoun Drive Association, this property boasts both beauty & charm. The manor's

    Danielle Claroni Sotheby's International Realty

    21 Calhoun Dr, Greenwich, CT 06831
  • 386 North St, Greenwich, CT 06830
    386 North St, Greenwich, CT 06830
    386 North St, Greenwich, CT 06830
    /44

    $6,750,000

    • 5 Beds
    • 9 Baths
    • 9,974 Sq Ft

    386 North St, Greenwich, CT 06830

    This 9,974 sq. ft. estate, nestled in 2.3 acres of pristine, park-like grounds, epitomizes understated luxury. A handcrafted brick façade and hand-split shingle roof frame interiors adorned with rare materials and custom millwork. A grand, 2-story foyer leads to a formal area designed for refined entertaining. The luxury primary suite provides a serene retreat with a double private office and a

    Stephen Archino Sotheby's International Realty

    386 North St, Greenwich, CT 06830
  • 477 Lake Ave, Greenwich, CT 06830
    477 Lake Ave, Greenwich, CT 06830
    477 Lake Ave, Greenwich, CT 06830
    /34

    $5,595,000

    • 5 Beds
    • 5 Baths
    • 3,231 Sq Ft

    477 Lake Ave, Greenwich, CT 06830

    Seize the opportunity to own a rare piece of Greenwich's prestigious ''Golden Triangle.'' This exceptional 2.83-acre property, available for the first time since 1988, is a true gem, offering a private, level, and beautifully landscaped lot. With town water, gas, and sewer already in place, this is an unparalleled find. This 1962 classic brick and clapboard home spans 3,231 sq. ft. of refined

    Stephen Archino Sotheby's International Realty

    477 Lake Ave, Greenwich, CT 06830
  • 2 Winding Ln, Greenwich, CT 06831
    2 Winding Ln, Greenwich, CT 06831
    2 Winding Ln, Greenwich, CT 06831
    /49

    $7,250,000

    • 7 Beds
    • 8 Baths
    • 8,068 Sq Ft

    2 Winding Ln, Greenwich, CT 06831

    LOCATION, LOCATION LOCATION Set back on 2 private acres very close to town & landscaped to perfection, this exquisite property with over sized salt water pool, tennis court, children's playground, exquisite gardens & entertaining terraces offer today's buyers the perfect lifestyle. 8000+sq.ft. brick residence w/ new slate composite roof features 6 bdrms/6 bths, private office., lg light filled

    Helene Barre Sotheby's International Realty

    2 Winding Ln, Greenwich, CT 06831
  • 14 Zaccheus Mead Ln, Greenwich, CT 06831
    14 Zaccheus Mead Ln, Greenwich, CT 06831
    14 Zaccheus Mead Ln, Greenwich, CT 06831
    /30

    $5,900,000

    • 7 Beds
    • 4 Baths
    • 6,636 Sq Ft

    14 Zaccheus Mead Ln, Greenwich, CT 06831

    First time on the market in over 50 years, 1906 stone house fashioned after European castle with two guest cottages on 7.81 acres (2-acre zone) in the private Rock Ridge Association. Sited atop a hill surrounded by mature trees, the one-of-a-kind main house is filled with antique wood carvings, original paneling, beamed and tracery plaster ceilings. A 2-bedroom guest cottage shares the main

    Joseph Barbieri Sotheby's International Realty

    14 Zaccheus Mead Ln, Greenwich, CT 06831
  • 11 Winterset Rd, Greenwich, CT 06830
    11 Winterset Rd, Greenwich, CT 06830
    11 Winterset Rd, Greenwich, CT 06830
    /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
  • 34 Edgewood Dr, Greenwich, CT 06831
    34 Edgewood Dr, Greenwich, CT 06831
    34 Edgewood Dr, Greenwich, CT 06831
    /53

    $4,995,000

    • 4 Beds
    • 6 Baths
    • 5,244 Sq Ft

    34 Edgewood Dr, Greenwich, CT 06831

    Tucked discreetly at the end of a long, private drive in coveted mid-country Greenwich, this masterfully renovated Colonial offers a harmonious blend of heritage architecture and sophisticated modernity. Designed to accommodate both grand-scale entertaining and intimate daily living, the residence unfolds across three levels and over 7,000 square feet of meticulously curated interiors.The

    Danielle Scialpi-Malloy Serhant Connecticut LLC

    34 Edgewood Dr, Greenwich, CT 06831
  • 517 W Hill Rd, Stamford, CT 06902
    517 W Hill Rd, Stamford, CT 06902
    517 W Hill Rd, Stamford, CT 06902
    /40

    $1,197,000

    • 5 Beds
    • 3 Baths
    • 2,760 Sq Ft

    517 W Hill Rd, Stamford, CT 06902

    Exquisitely transformed, like-new construction! Westover close to Greenwich border w/city water & (newly connected) sewer on beautifully landscaped acre. Exceptional craftsmanship w/impressive visual appeal from every angle. Strikingly gorgeous EIK w/quartz countertops, sparkling SS (new GE convection oven w/air fryer & Miele dishwasher), open dining area, new cleverly designed dry bar & Trex

    Nicole J Bates William Raveis Real Estate

    517 W Hill Rd, Stamford, CT 06902
  • 20 Stepping Stone Ln, Greenwich, CT 06830
    20 Stepping Stone Ln, Greenwich, CT 06830
    20 Stepping Stone Ln, Greenwich, CT 06830
    /10

    $1,600,000

    • Land
    • 1.15 Acres
    • $1,391,304 per Acre

    20 Stepping Stone Ln, Greenwich, CT 06830

    Gorgeous land on a cul de sac in the North Street School district. This land at 20 Stepping Stone Lane is a back lot, adjacent to a property with a house that is also on the market, #22 Stepping Stone Lane, 1.0 acres, $2,800,000. Land is staked, perc tests done (5 bedroom septic), small amount of wetlands in the left rear of the property. FAR is approximately 6,000 sq ft.

    Patte Nusbaum Sotheby's International Realty

    20 Stepping Stone Ln, Greenwich, CT 06830
  • 22 Stepping Stone Ln, Greenwich, CT 06830
    22 Stepping Stone Ln, Greenwich, CT 06830
    22 Stepping Stone Ln, Greenwich, CT 06830
    /40

    $2,800,000

    • 4 Beds
    • 5 Baths
    • 4,836 Sq Ft

    22 Stepping Stone Ln, Greenwich, CT 06830

    4 bedroom/4.1 bath colonial home on 1.0 gorgeous acre on a cul-de-sac in mid-country. Built in 1976, renovated in 2005, added onto in 2015. Meticulously maintained. Family room addition in 2015, cathedral ceiling and 3 exposures for maximum light. Property has a 6 bedroom septic. Second floor family room could be a 5th bedroom.

    Patte Nusbaum Sotheby's International Realty

    22 Stepping Stone Ln, Greenwich, CT 06830
  • 66 Stanton Rd, Darien, CT 06820
    66 Stanton Rd, Darien, CT 06820
    66 Stanton Rd, Darien, CT 06820
    /40

    $4,675,000

    • 6 Beds
    • 8 Baths
    • 6,762 Sq Ft

    66 Stanton Rd, Darien, CT 06820

    Welcome to 66 Stanton Rd! Yes, that fabulous home with the beautiful VT slate roof! Sitting proudly atop 1.34 manicured acres, this handsome 1938 clapboard clad colonial demands to be noticed. This house underwent a major renovation and expansion that was completed in 2009. Entertaining spaces abound both formal and casual, perfect for hosting both gatherings intimate and large in scale. Step

    Nancy Peter Houlihan Lawrence

    66 Stanton Rd, Darien, CT 06820
  • 656 Westover Rd, Stamford, CT 06902
    656 Westover Rd, Stamford, CT 06902
    656 Westover Rd, Stamford, CT 06902
    /35

    $1,269,000

    • 4 Beds
    • 2.5 Baths
    • 3,193 Sq Ft

    656 Westover Rd, Stamford, CT 06902

    Historic Charm Meets Modern Luxury - Once the carriage house for the famed 1760s estate "The Owl's Nest," this exquisitely renovated home blends timeless charm with today's comforts. Original doors and vintage details have been preserved, while high-end updates elevate every space. Inside, enjoy 9-ft ceilings, gleaming hardwood floors, and two stunning fireplaces (one stone, one brick). The

    Karen Sheftell William Pitt Sotheby's Int'l

    656 Westover Rd, Stamford, CT 06902
  • 1 Brookside Park, Greenwich, CT 06831
    1 Brookside Park, Greenwich, CT 06831
    1 Brookside Park, Greenwich, CT 06831
    /29

    $5,000,000

    • 5 Beds
    • 7 Baths
    • 5,071 Sq Ft

    1 Brookside Park, Greenwich, CT 06831

    Situated on a serene 1.23-acre, private street just minutes from the shops & restaurants on Greenwich Avenue, this custom 5BR/6.5BA stone and shingle home is a showcase of timeless architecture & exceptional craftsmanship, built by acclaimed builder Jonathan Sparks. A dramatic two-story foyer sets the tone for the elegant interior, where high ceilings and light filled spaces flow seamlessly

    Maria Crowley Houlihan Lawrence

    1 Brookside Park, Greenwich, CT 06831
  • 20 Winding Brook Ln, Stamford, CT 06902
    20 Winding Brook Ln, Stamford, CT 06902
    20 Winding Brook Ln, Stamford, CT 06902
    /37

    $1,350,000

    • 4 Beds
    • 2.5 Baths
    • 4,831 Sq Ft

    20 Winding Brook Ln, Stamford, CT 06902

    Set in Stamford's sought-after Westover neighborhood, this beautifully updated Colonial offers space, style, and comfort in a tranquil, tree-lined setting. A two-story foyer welcomes you into sunlit interiors with hardwood floors throughout. The living room and family room each feature a gas fireplace, creating warm, inviting spaces. The kitchen boasts abundant cabinetry, stainless steel

    Chris Carozza RE/MAX Right Choice

    20 Winding Brook Ln, Stamford, CT 06902
  • 116 West Ln, Stamford, CT 06905
    116 West Ln, Stamford, CT 06905
    116 West Ln, Stamford, CT 06905
    /27

    $2,379,000

    • 5 Beds
    • 4 Baths
    • 4,082 Sq Ft

    116 West Ln, Stamford, CT 06905

    The perfect blend of classic charm and modern elegance in this completely remodeled and reimagined 1950 farmhouse colonial, nestled on a lush acre in the sought-after Revonah Woods area. This stunning home boasts five well-appointed bedrooms, including a versatile main-level bedroom that can serve as a home office or guest room with a full bath. An open flow concept seamlessly connects the living

    Barbara Webski William Pitt Sotheby's Int'l

    116 West Ln, Stamford, CT 06905
  • 72 Little Hill Dr, Stamford, CT 06905
    72 Little Hill Dr, Stamford, CT 06905
    72 Little Hill Dr, Stamford, CT 06905
    /39

    $2,799,999

    • 6 Beds
    • 9 Baths
    • 6,191 Sq Ft

    72 Little Hill Dr, Stamford, CT 06905

    72 Little Hill Drive - Stately Colonial in the Heart of Newfield Privately nestled in one of Newfield's most sought-after neighborhoods, this grand colonial offers over 6,300 sq ft of beautifully finished living space, including 6 bedrooms, 5 full and 4 half baths, and a 4-car garage. Built in 1865 and fully renovated, the home blends timeless charm with modern luxury. The expansive backyard is

    Tim DeBowes Hathaway, Inc.

    72 Little Hill Dr, Stamford, CT 06905
  • 90 Akbar Rd, Stamford, CT 06902
    90 Akbar Rd, Stamford, CT 06902
    90 Akbar Rd, Stamford, CT 06902
    /39

    $899,000

    • 4 Beds
    • 3 Baths
    • 2,233 Sq Ft

    90 Akbar Rd, Stamford, CT 06902

    Wonderful spacious Westover home on a lovely level private level acre + property with a tranquil pond. Light and bright with an open floor plan. Spacious living room with a fireplace open to the dining room with bay windows & scenic views of the property. There is a bright white kitchen with granite counters & stainless steel appliances with a door to deck. There are 3 bedrooms on the main level

    Elaine Parruccini William Raveis Real Estate

    90 Akbar Rd, Stamford, CT 06902
  • 190 Lake Ave, Greenwich, CT 06830
    190 Lake Ave, Greenwich, CT 06830
    190 Lake Ave, Greenwich, CT 06830
    /52

    $4,000,000

    • 7 Beds
    • 8 Baths
    • 7,148 Sq Ft

    190 Lake Ave, Greenwich, CT 06830

    Lower Lake Avenue family compound, enter through a historic courtyard, foyer boasts hardwood and marble floors. All main house rooms open from the foyer: living room with built-ins and French doors to a terrace. Dining room with 3 exposures is light filled and has gorgeous views of the 1-acre level, fenced, beautifully landscaped property. The open, eat-in kitchen and family room are perfect for

    Patte Nusbaum Sotheby's International Realty

    190 Lake Ave, Greenwich, CT 06830
  • 254 Stanwich Rd, Greenwich, CT 06830
    254 Stanwich Rd, Greenwich, CT 06830
    254 Stanwich Rd, Greenwich, CT 06830
    /52

    $2,699,000

    • 4 Beds
    • 4 Baths
    • 4,044 Sq Ft

    254 Stanwich Rd, Greenwich, CT 06830

    Welcome to your dream retreat! Discover this stunning, brightly illuminated home built in 1986 and thoughtfully renovated in 2024. Offering an expansive 4,044 sqft of beautifully designed living space, this residence features 4 bedrooms with the potential for a 5th on the main level and 5 bathrooms all nestled on a serene 1.37-acre lot in a desirable mid-country location, just minutes from town,

    Joan Suter BHHS New England Properties

    254 Stanwich Rd, Greenwich, CT 06830
  • 108 Canfield Dr, Stamford, CT 06902
    108 Canfield Dr, Stamford, CT 06902
    108 Canfield Dr, Stamford, CT 06902
    /39

    $1,650,000

    • 4 Beds
    • 5 Baths
    • 4,663 Sq Ft

    108 Canfield Dr, Stamford, CT 06902

    Stylish new renovation and addition enhances this classic four-bedroom colonial on one quiet acre with easy access to hiking trails in Mianus River Park located in coveted Westover neighborhood. Exquisite architectural details complement the sun-filled interior with center hall entry, remodeled and expanded chef's eat-in kitchen open to sunroom with private wraparound deck; living room with

    Megan Epand Houlihan Lawrence

    108 Canfield Dr, Stamford, CT 06902
  • 1 Broad St Unit PHD5, Stamford, CT 06901
    1 Broad St Unit PHD5, Stamford, CT 06901
    1 Broad St Unit PHD5, Stamford, CT 06901
    /39

    $2,350,000

    • 3 Beds
    • 4 Baths
    • 2,883 Sq Ft

    1 Broad St Unit PHD5, Stamford, CT 06901

    A crown jewel atop Stamford's skyline, this one-of-a-kind Penthouse Duplex crowns the top two floors of Park Tower—Stamford's tallest building and the highest residential address in Fairfield County. One of only six duplex penthouses, this 3-bedroom, 3.5-bath residence offers cinematic, east-facing views of Long Island Sound and downtown Stamford through floor-to-ceiling windows. Enjoy

    Andrei Balaj Higgins Group Real Estate

    1 Broad St Unit PHD5, Stamford, CT 06901
  • 151 Old Church Rd, Greenwich, CT 06830
    151 Old Church Rd, Greenwich, CT 06830
    151 Old Church Rd, Greenwich, CT 06830
    /51

    $11,400,000

    • 8 Beds
    • 10 Baths
    • 10,935 Sq Ft

    151 Old Church Rd, Greenwich, CT 06830

    ''Oak Castle Farm'', an extraordinary 7-bedroom turn-of-the-century English-style granite and shingle home, masterfully renovated and expanded under the supervision of noted architect, Alisberg Parker. Stunning 2014 transition incorporates relaxed grandeur with all modern-day luxuries. Exquisite detail, quality and scale with high ceilings throughout. Spectacular landscape and manicured grounds

    John McAtee Coldwell Banker Realty

    151 Old Church Rd, Greenwich, CT 06830
  • 45 Binney Ln, Old Greenwich, CT 06870
    45 Binney Ln, Old Greenwich, CT 06870
    45 Binney Ln, Old Greenwich, CT 06870
    /42

    $27,950,000

    • 8 Beds
    • 12 Baths
    • 13,428 Sq Ft

    45 Binney Ln, Old Greenwich, CT 06870

    This unparalleled custom-built modern waterfront estate, winner of 2021 HOBI-award, is a true oasis with 300'+ water frontage, pool, guest house, boat house, spa, expansive terraces integrated with gardens and deep water pier. Joeb Moore + Partners, Arthur Dunnam for Jed Johnson Studio, Reed Hilderbrand & Prutting Custom Builders collaborated on this spectacular LEED certified 13,428 sf compound

    Ellen Mosher Houlihan Lawrence

    45 Binney Ln, Old Greenwich, CT 06870
  • 111 Byram Shore Rd, Greenwich, CT 06830
    111 Byram Shore Rd, Greenwich, CT 06830
    111 Byram Shore Rd, Greenwich, CT 06830
    /18

    $11,000,000

    • 8 Beds
    • 7 Baths
    • 8,751 Sq Ft

    111 Byram Shore Rd, Greenwich, CT 06830

    Experience panoramic views from this 1.5-acre waterfront estate. The views stretch across the Long Island Sound from Greenwich to Oyster Bay, allowing you to enjoy both sunrises and sunsets over the water- all in complete privacy from neighboring properties. This one-of-a-kind distinctive contemporary offers a truly unique blend of cutting-edge modern design and historic charm, complete with

    Julie Church Houlihan Lawrence

    111 Byram Shore Rd, Greenwich, CT 06830
  • 33 Parsonage Rd, Greenwich, CT 06830
    33 Parsonage Rd, Greenwich, CT 06830
    33 Parsonage Rd, Greenwich, CT 06830
    /13

    $1,995,000

    • Land
    • 1.00 Acre
    • $1,995,000 per Acre

    33 Parsonage Rd, Greenwich, CT 06830

    Beautiful property, on a desirable road, in the heart of Greenwich. Conveniently located close to schools and downtown. Move in, renovate, or build your dream home!*newly subdivided lot, assessment and taxes determined at time of sale.

    Bryan Tunney Brown Harris Stevens CT, LLC

    33 Parsonage Rd, Greenwich, CT 06830
  • 33 Parsonage Rd, Greenwich, CT 06830
    33 Parsonage Rd, Greenwich, CT 06830
    33 Parsonage Rd, Greenwich, CT 06830
    /13

    $1,995,000

    • 4 Beds
    • 2 Baths

    33 Parsonage Rd, Greenwich, CT 06830

    Beautiful property, on a desirable road, in the heart of Greenwich. Conveniently located close to schools and downtown. Move in, renovate, or build your dream home!*newly subdivided lot, assessment and taxes determined at time of sale.

    Bryan Tunney Brown Harris Stevens CT, LLC

    33 Parsonage Rd, Greenwich, CT 06830
  • 579 Indian Field Rd, Greenwich, CT 06830
    579 Indian Field Rd, Greenwich, CT 06830
    579 Indian Field Rd, Greenwich, CT 06830
    /64

    $43,000,000

    • 6 Beds
    • 11 Baths
    • 11,500 Sq Ft

    579 Indian Field Rd, Greenwich, CT 06830

    This stunning 2.72 acre waterfront property in Mead Point has panoramic South and Easterly views across the Sound to Long Island, New York and to Tods Point and Riverside. Enjoy sunrises from almost every room in this custom-built stone and shingle colonial. The current owners intention to preserve the original house, was not possible, and they built new with the goal of retaining old world

    Heather Platt Sotheby's International Realty

    579 Indian Field Rd, Greenwich, CT 06830
  • 101 Lewis St Unit E, Greenwich, CT 06830
    101 Lewis St Unit E, Greenwich, CT 06830
    101 Lewis St Unit E, Greenwich, CT 06830
    /31

    $1,895,000

    • 3 Beds
    • 4 Baths
    • 2,292 Sq Ft

    101 Lewis St Unit E, Greenwich, CT 06830

    Chic and sleek design one block from Greenwich Ave. Enjoy the ease of downtown living with all amenities nearby. Leave the car at home and head to restaurants, shopping, library and coffee! This fabulous 3 bedroom end unit offers an open floor plan with upscale kitchen and access to the patio from the living and dining rooms. Hardwood floors throughout. 1 1/2 car garage allows space for a

    Laurie Meyer Brown Harris Stevens CT, LLC

    101 Lewis St Unit E, Greenwich, CT 06830
  • 32 Pheasant Ln, Greenwich, CT 06830
    32 Pheasant Ln, Greenwich, CT 06830
    32 Pheasant Ln, Greenwich, CT 06830
    /9

    $11,900,000

    • 6 Beds
    • 9 Baths
    • 9,836 Sq Ft

    32 Pheasant Ln, Greenwich, CT 06830

    Welcome to 32 Pheasant Lane, a stunning completely rebuilt and expanded modern Colonial on one of Greenwich's most coveted streets. This exceptional 6 bedroom, 7.2 bath home offers over 9800 square feet of luxurious finished living space on 4 levels. An expansive front porch invites you inside where you will discover an open, airy floor plan with 10ft ceilings and custom details. White oak floors

    Maria Crowley Houlihan Lawrence

    32 Pheasant Ln, Greenwich, CT 06830
  • 52 Carriglea Dr, Riverside, CT 06878
    52 Carriglea Dr, Riverside, CT 06878
    52 Carriglea Dr, Riverside, CT 06878
    /75

    $13,750,000

    • 6 Beds
    • 8 Baths
    • 9,418 Sq Ft

    52 Carriglea Dr, Riverside, CT 06878

    Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.45 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

    Stephen Archino Sotheby's International Realty

    52 Carriglea Dr, Riverside, CT 06878

Showing Results 1 - 40, Page 1 of 2

Connecticut Old Greenwich

Homes for Sale with Acreage in Old Greenwich, CT

How to Buy a Home How to Finance a Home How to Sell a Home

In Old Greenwich, there are currently 68 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Old Greenwich, CT offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Old Greenwich and discover the potential and freedom that comes with owning your own piece of property.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group