Fairfield County CT Homes for Sale with Acreage

/40
$549,000
- 2 Beds
- 3 Baths
- 1,012 Sq Ft
286 Moose Hill Rd, Monroe, CT 06468

Welcome to this well maintained ranch style home nestled away from nearby amenities, but close enough to all Monroe has to offer! This cozy home is perfect for anyone in search of one-level living with thoughtful updates throughout. Step into the sun-filled living room featuring engineered flooring and an inviting fireplace, creating a warm and welcoming space to relax or gather with guests. The

Tony Salerno RE/MAX Heritage

286 Moose Hill Rd, Monroe, CT 06468
/40
$5,800,000
- 4 Beds
- 5 Baths
- 7,105 Sq Ft
80 Compo Rd N, Westport, CT 06880

Timeless design meets modern sustainability in this stunning shingle-style home, set on 1.5 private acres just a short walk from town. Sunlight fills every room through oversized Kolbe windows, showcasing park-like grounds and mature plantings. The kitchen impresses with custom cabinetry, a handcrafted zinc island, and top-tier Wolf and Sub-Zero appliances. Step outside to a spectacular bluestone

Adrienne Durkin Compass Connecticut, LLC

80 Compo Rd N, Westport, CT 06880
/23
$1,649,000
- 3 Beds
- 3 Baths
- 3,779 Sq Ft
14 Codfish Ln, Weston, CT 06883

Recent upgrades: new Home Theater and Fitness Room, Firepit; upgraded Electrical (with Smart panel and Tesla charger); Renovated Garage (with Puppy Spa Care station); new Lighting, etc. // Designed by internationally acclaimed architect Leonard Perfido and awarded "Excellence for Design" when it was constructed. Imagine living in a home that LOOKS like one of the world's famous, ultramodern

Ryan Cornell William Pitt Sotheby's Int'l

14 Codfish Ln, Weston, CT 06883
/39
$7,395,000
- 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
/14
$569,900
- 4 Beds
- 2.5 Baths
- 1,824 Sq Ft
11 Olympic Dr, Danbury, CT 06810

Bright, well built Colonial located in an extremely convenient neighborhood, close to Routes 7 & 84, major retail shopping, schools, parks and most facilities. The dwelling is situated on a rolling parcel, with a level, open front yard and private wooded area with a scenic brook to the rear. The functional & livable floorplan features a remodeled eat-in kitchen, a family room with vaulted, beamed

Kurt Kleis Dream House Realty

11 Olympic Dr, Danbury, CT 06810
/39
$1,895,000
- 4 Beds
- 5 Baths
- 5,976 Sq Ft
21 Woods End Dr, Wilton, CT 06897

Tucked away on a quiet cul-de-sac in coveted South Wilton, just moments from Wilton and New Canaan town centers, this striking contemporary blends architectural elegance, refined finishes, and serene natural beauty. Surrounded by lush landscaping with sweeping views of Thayer Pond, the property offers a rare private dock: an ideal setting for year-round enjoyment. This friendly, walkable

Alice Morgan Higgins Group Real Estate

21 Woods End Dr, Wilton, CT 06897
/40
$4,610,000
- 7 Beds
- 10 Baths
- 7,933 Sq Ft
282 North Ave, Westport, CT 06880

Welcome to 282 North Avenue, a timeless Westport residence set on a beautifully landscaped parcel in one of the town's most desirable locations. This inviting home blends classic New England charm with modern comfort, offering bright, well-proportioned living spaces designed for both everyday living and entertaining. Sun-filled interiors feature hardwood floors, oversized windows, and a flowing

Thomas Mele Dorrance Realty

282 North Ave, Westport, CT 06880
/2
$1,395,000
- Land
- 2.77 Acres
- $503,610 per Acre
183 Mount Pleasant Rd, New Town, CT 06470

This 2.77 Acre Land Was Ready Approved for A 24,000.00 SF Medical Building. Also this land under the Newtown Zoning can be used for mix's use retails and residential, shopping center, storage and lots Commercial uses. gas station and car wash used car dealers Industrial Were house. Land is located next bib Y ideal commuting location only minuets way from i 84. More Zoning Information are

Paul Rullo Paul Rullo Real Estate

183 Mount Pleasant Rd, New Town, CT 06470
/27
$529,000
- 2 Beds
- 1 Bath
- 930 Sq Ft
71 Picketts Ridge Rd, Redding, CT 06896

Tucked away like a storybook retreat, 71 Picketts Ridge is a charming and cozy ranch-style home that lives like a private condo alternative, set on two secluded acres and reached by a long, winding driveway that opens to the peaceful serenity of the woods. Surrounded by nature and complete privacy, this special property offers the perfect blend of tranquility and convenience. Recently remastered

Kyle Neumann Houlihan Lawrence

71 Picketts Ridge Rd, Redding, CT 06896
/27
$12,495,000
- 6 Beds
- 11 Baths
- 10,421 Sq Ft
537 North St, Greenwich, CT 06830

Exquisite six-bedroom stone manor, executed to the highest standards, and sited atop a majestic knoll on 2.97 picturesque acres in the heart of Mid-Country Greenwich. Chic, sophisticated interiors by Amy Hirsch unfold across three levels of light-filled living space, highlighted by soaring ceilings, oversized custom windows, and every modern amenity. An elegant double-height entry hall with

Leslie McElwreath Sotheby's International Realty

537 North St, Greenwich, CT 06830
/37
$13,000,000
- 5 Beds
- 10 Baths
- 10,197 Sq Ft
865 Hollow Tree Ridge Rd, Darien, CT 06820

Set on 7 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house delivers a one-of-a-kind recreational

Ashley Dineen Compass Connecticut, LLC

865 Hollow Tree Ridge Rd, Darien, CT 06820
/39
$15,000,000
- 5 Beds
- 10 Baths
- 10,197 Sq Ft
865 Hollow Tree Ridge Rd, Darien, CT 06820

Set on 9.4 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, a two-bedroom guest cottage, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house

Ashley Dineen Compass Connecticut, LLC

865 Hollow Tree Ridge Rd, Darien, CT 06820
/34
$8,250,000
- 6 Beds
- 9 Baths
- 9,295 Sq Ft
34 Dublin Hill Dr, Greenwich, CT 06830

Ideally located on a picture-perfect cul-de sac, this Shingle Style house has had just one owner since it was built in 2005. A well-conceived 9,295 +/-SF floor plan comprises six bedrooms, seven full bathrooms and two powder rooms, plus five fireplaces. High ceilings invite an abundance of light, while exquisite millwork, rich hardwood floors and a desirable layout highlight the appealing

Leslie McElwreath Sotheby's International Realty

34 Dublin Hill Dr, Greenwich, CT 06830
/26
$1,318,000
- 4 Beds
- 4 Baths
- 3,786 Sq Ft
39 Tannery Ln S, Weston, CT 06883

39 Tannery South is the kind of home that makes you exhale the second you walk in. Thoughtfully updated, every space feels intentional, warm, and beautifully designed. An open concept layout flows through a stunning kitchen with custom cabinetry, quartz counters, glass tile backsplash and a generous island made for gathering. The living room features custom barn door sliders that let you create a

Marion Filley Compass Connecticut, LLC

39 Tannery Ln S, Weston, CT 06883
/6
$3,500,000
- 3 Beds
- 3.5 Baths
- 1,299 Sq Ft
0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854

Opportunities like this are rare. Calf Pasture Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a blank canvas for imagination. Properties like this remain in the same hands for many decades and do not come up for sale often. Located approximately a half mile offshore, it is among the closest islands to the mainland and takes its

Andrew Whiteley Brown Harris Stevens

0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854
/40
$4,400,000
- 5 Beds
- 8 Baths
- 9,819 Sq Ft
1 Flower Farm Ln, Westport, CT 06880

Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room

Heather Fitzgerald Coldwell Banker Realty

1 Flower Farm Ln, Westport, CT 06880
/7
$3,500,000
- 2 Beds
- 1 Bath
- 915 Sq Ft
0 E Betts Island Unit 24148140, Norwalk, CT 06854

Opportunities like this are exceedingly rare. Betts Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a canvas for imagination. Located approximately one mile offshore, the island is distinguished by its natural land bridge, which connects its two halves and creates a protected cove long favored by boaters. A small bungalow

Andrew Whiteley Brown Harris Stevens

0 E Betts Island Unit 24148140, Norwalk, CT 06854
/40
$850,000
- 4 Beds
- 2.5 Baths
- 3,205 Sq Ft
17 Moose Hill Rd, Trumbull, CT 06611

Breathtaking colonial in one of Trumbull's most sought-after neighborhoods. This home features an open floor plan with gleaming hardwood floors, a spacious eat-in kitchen with stone backsplash, granite countertops and stainless steel appliances attaches to the formal dining space. Enjoy space to congregate in the expansive family room featuring vaulted ceilings, the huge brick fireplace, and a

Ken Burton Coldwell Banker Realty

17 Moose Hill Rd, Trumbull, CT 06611
/36
$1,399,000
- 4 Beds
- 4.5 Baths
- 4,616 Sq Ft
6 Morganti Ct, Ridgefield, CT 06877

Welcome to 6 Morganti Ct.! Fantastic center-entrance Colonial, perfectly sited on a professionally landscaped, level acre tucked at the end of a quaint South Ridgefield cul-de-sac. This charming residence offers 4 bedrooms, 4 full and 1 half baths & 4,616 sq. ft. of beautifully proportioned living space w/soaring 9+ ft. ceilings, loads of natural light & an exceptionally functional floor plan.

Lauren Parr Houlihan Lawrence

6 Morganti Ct, Ridgefield, CT 06877
/26
$1,849,000
- 4 Beds
- 4.5 Baths
- 6,259 Sq Ft
2 Longwood Dr, Redding, CT 06896

***Exceptional Value in Redding CT*** A refined Connecticut country residence for full-time living or weekend enjoyment. Set on nearly three meticulously landscaped acres on a private cul-de-sac drive with only 4 residences, you will enjoy living in one of Redding's most desirable residential enclaves. 2 Longwood Drive offers a safe, secure, and sophisticated country lifestyle that resonates

Jeffrey Kaplan William Raveis Real Estate

2 Longwood Dr, Redding, CT 06896
/40
$4,999,000
- 5 Beds
- 9 Baths
- 7,070 Sq Ft
294 Maple Rd, Easton, CT 06612

A rare offering, this Gambrel shingle-style estate is a sanctuary on over 6 acres on a cul-de-sac, offering a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered

Linda Toscano Coldwell Banker Realty

294 Maple Rd, Easton, CT 06612
/40
$5,499,000
- 5 Beds
- 9 Baths
- 7,070 Sq Ft
294 Maple Rd, Easton, CT 06612

A rare offering, this Gambrel shingle-style estate is a sanctuary on over 15 acres with a lake and separate building lot-ideal for equestrian pursuits or a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood

Linda Toscano Coldwell Banker Realty

294 Maple Rd, Easton, CT 06612
/39
$1,695,000
- 5 Beds
- 4.5 Baths
- 3,880 Sq Ft
14 Langner Ln, Weston, CT 06883

Welcome to 14 Langner Lane, a uniquely charming stone residence set on 2.35 beautifully landcaped acres of lush, private property in the coveted town of Weston. Offering approximately 3,880 square feet of living space, this home beautifully blends architectural character with exceptional space, making it perfect for families seeking privacy and room to roam. Fall in love with 14 Langner's

Scott Palma William Raveis Real Estate

14 Langner Ln, Weston, CT 06883
/50
$2,575,000
- 4 Beds
- 4.5 Baths
- 3,826 Sq Ft
681 River Rd, Cos Cob, CT 06807

Chalet d'AmourYou've never seen a house like this. An architecturally crafted contemporary on 2.32 private acres. Soaring vaulted ceilings, two stone fireplaces, walls of glass, and light that pours in from every angle.First floor primary suite with cathedral ceiling, dual baths, dual walk-in closets and a grand whirlpool tub beneath peaked windows. Three more bedrooms up, all en suite,

Paula Waldman BHHS New England Properties

681 River Rd, Cos Cob, CT 06807
/5
$999,900
- 3 Beds
- 2.5 Baths
- 1,814 Sq Ft
546 Church Hill Rd, Trumbull, CT 06611

This could be a great project with potentially two to three additional building lots. Home looks structurally sound - needs some updating. Good layout with very cool original woodwork. Colonial approx. 1814 sq. ft. with first floor bath and lav. Three bedrooms upstairs and full bath. Walk-up Attic. Roof new in 2014. Solid small dairy barn behind house, great for garage, workshop and playhouse.

Frank DelVecchio RE/MAX Right Choice

546 Church Hill Rd, Trumbull, CT 06611
/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
/23
$10,350,000
- 5 Beds
- 4 Baths
- 8,223 Sq Ft
111 Byram Shore Rd, Greenwich, CT 06830

Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage

Joseph Barbieri Sotheby's International Realty

111 Byram Shore Rd, Greenwich, CT 06830
/40
$850,000
- 5 Beds
- 2 Baths
- 2,484 Sq Ft
58 Daniels Farm Rd, Trumbull, CT 06611

Multi-Generational Family Use for the last 70+ years in Trumbull, CT! 1888-built Colonial. The 2484 SF main house is a five-bedroom with hardwood floors throughout, updated windows, electrical, original cedar clapboard, spacious rooms, and country kitchens - yes, kitchens. Large brick fireplace on the main floor. Living Room, Dining, two large bedrooms on the main level, back enclosed porch. The

Leah Fonte Property World

58 Daniels Farm Rd, Trumbull, CT 06611
/28
$2,200,000
- 2 Beds
- 2.5 Baths
- 2,496 Sq Ft
12 Sawmill Terrace, Greenwich, CT 06830

Tucked away down a quiet mid-country lane, surrounded by pretty woodlands, is this modern styled one level home with 3 bedroom septic. Large open reception hall, large living room with fireplace, high ceilings, study/office area, and large formal south-facing dining room with oversized windows that overlook the front yard and lovely mature trees. A step down from the dining room through French

Edward Mortimer Sotheby's International Realty

12 Sawmill Terrace, Greenwich, CT 06830
/16
$950,000
- 2 Beds
- 2 Baths
- 1,135 Sq Ft
11 Judges Hollow Rd, Fairfield, CT 06824

Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within

Lisa Hartmann William Pitt Sotheby's Int'l

11 Judges Hollow Rd, Fairfield, CT 06824
/4
$399,000
- Land
- 3.43 Acres
- $116,327 per Acre
42 Great Ring Rd, Sandy Hook, CT 06482

Parcel Offered Independently Now available separately, with the option to purchase alongside the neighboring residence if desired. An exceptional opportunity on one of Newtown's original Great Ring parcels, 42 Great Ring Road offers 3.43 acres of open, versatile land ideal for building, farming, stables, or creating a private buffer. With pastoral views, rolling hills, and sweeping sunsets, this

Stephanie Barnes William Raveis Real Estate

42 Great Ring Rd, Sandy Hook, CT 06482
/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
/25
$279,000
- Land
- 5.46 Acres
- $51,099 per Acre
41 Long River Rd, Sherman, CT 06784

This exceptional 5.46-acre parcel, perfectly positioned on Long River Road, is the largest homesite in the private community of River Oaks Country Club. The lightly wooded setting offers privacy and a natural backdrop for your custom residence with potential for sweeping long views that capture the beauty of the Berkshire foothills. Club River Oaks provides access to world-class amenities,

Donna Kennedy Compass Connecticut, LLC

41 Long River Rd, Sherman, CT 06784
/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
/3
$368,500
- Land
- 4.23 Acres
- $87,116 per Acre
31 Oak Ridge Dr, New Town, CT 06470

"This private interior lot offers a quiet and tucked-away setting-an ideal place to build your future dream home. Surrounded by natural beauty, it provides a serene atmosphere with endless potential." Please do not walk the property with out notice

Magda Ballaro William Raveis Real Estate

31 Oak Ridge Dr, New Town, CT 06470
/47
$3,499,000 Open House 4/12
- 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
/50
$1,795,000
- 5 Beds
- 5.5 Baths
- 4,962 Sq Ft
6A Rock Ridge Ct, New Fairfield, CT 06812

Perched high above Candlewood Lake, this extraordinary custom-built residence was crafted by a six-time HOBI Award-winning builder for himself and embodies the finest craftsmanship with timeless sophistication. Spanning 4,962 sq. ft., the home blends classic Southern Fairfield County architectural details with breathtaking four-season mountain and Candlewood Lake views. Inside, rich

Angelina Valentini Coldwell Banker Realty

6A Rock Ridge Ct, New Fairfield, CT 06812
/24
$698,000
- 5 Beds
- 4 Baths
- 3,586 Sq Ft
184 Putting Green Rd, Trumbull, CT 06611

Spacious 5 Bedroom Home with In-Law Setup and pool in the desirable Hillandale area. Ideal for Fix & Flip or Multi-Generational Living. Discover potential and opportunity in this spacious five bedroom, four bath home perfectly located near shopping, schools, and Route 15. Set on a desirable 1.06 acre corner lot, this property offers a versatile layout with an in-law setup, wood-burning fireplace,

Catherine Aaron Berkshire Hathaway NE Prop.

184 Putting Green Rd, Trumbull, CT 06611
/47
$1,895,000
- 3 Beds
- 3 Baths
- 3,994 Sq Ft
198 E Middle Patent Rd, Greenwich, CT 06831

GREENWICH'S ''Glass House'' — A Waterfront Wonder!Greenwich address, Stamford taxes & schools. Almost 4,000 sq.ft. of home.Step into a world of magic and light! This dazzling retreat offers shimmering pond views, a private dock for fishing, skating or canoeing for new memories. There is unforgettable architecture that brings nature indoors. Floor-to-ceiling windows flood the space with

Janet Milligan Sotheby's International Realty

198 E Middle Patent Rd, Greenwich, CT 06831
/36
$1,299,000
- 4 Beds
- 2.5 Baths
- 3,028 Sq Ft
450 James Farm Rd, Stratford, CT 06614

Beautiful colonial on rare 2.26 private acres - move in ready! This 4-year-young home blends timeless charm with modern comforts, perfectly situated on 2.26-acre, fully fenced, and professionally landscaped lot with irrigation. The property showcases lush perennials, fruit trees, and expansive outdoor living areas including patios and a custom firepit - ideal for relaxing or entertaining. Inside,

Carrie Sakey Coldwell Banker Realty

450 James Farm Rd, Stratford, CT 06614

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