Fairfield County CT Homes for Sale with Acreage

• 

  

  

  /40

  $1,100,000

  • 5 Beds
  • 4 Baths
  • 4,473 Sq Ft

  13 Surrey Ln, Monroe, CT 06468

  13 Surrey Lane * 5 Bedrooms * 3,283 Sq Ft * 1.57 Acres * Cul-de-Sac Setting * Main-Level Bedroom * Quartz Kitchen * Wood-Burning Fireplace * City Water & Sewer Set on 1.57 private acres at the end of a cul-de-sac in Monroe, Connecticut, 13 Surrey Lane offers 3,283 square feet of refined living space across three finished levels. Built in 2000, this five-bedroom colonial blends classic

  Darwin Montenegro BHHS Darien/New Canaan

  13 Surrey Ln, Monroe, CT 06468
• 

  

  

  /35

  $7,750,000

  • 6 Beds
  • 10 Baths
  • 15,399 Sq Ft

  119 Proprietors Crossing, New Canaan, CT 06840

  119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable tone. Inside, a soaring foyer showcases a dramatic Baccarat chandelier and seven fireplaces, enhancing the warm atmosphere.

  Molly Rubins NestSeekers International

  119 Proprietors Crossing, New Canaan, CT 06840
• 

  

  

  /40

  $1,149,900

  • 5 Beds
  • 3.5 Baths
  • 4,532 Sq Ft

  68 Old Dike Rd, Trumbull, CT 06611

  Welcome to a rare gem that seamlessly blends elegance, comfort, & the coveted Pinewood Lake lifestyle. This 5-bedroom, 4-bath Colonial offers not just a home, but an unparalleled way of life with deeded lake rights to the highly sought-after Pinewood Lake. Imagine waking up to the serenity of 110 feet of pristine lakefront, complete with new sand on your own private beach. Step inside & be

  Kristin Egmont Coldwell Banker Realty

  68 Old Dike Rd, Trumbull, CT 06611
• 

  

  

  /40

  $2,575,000

  • 6 Beds
  • 4.5 Baths
  • 5,083 Sq Ft

  4 the Fenway, Westport, CT 06880

  Timeless elegance in Westport's renowned Old Hill. Set on 2.22 bucolic acres w/a heated Gunite pool & picturesque pond, this expansive 5-6 bedroom,4.5 bath farmhouse blends classic charm w/thoughtful recent enhancements that delivers a renewed sense of style & energy to the home. A renovated kitchen remains the heart of the home, featuring a generous center island & a stunning, glass-walled

  Mary Kate Klemish-Boehm Brown Harris Stevens

  4 the Fenway, Westport, CT 06880
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  /40

  $2,800,000

  • 4 Beds
  • 2.5 Baths
  • 4,243 Sq Ft

  118 Roseville Rd, Westport, CT 06880

  This Westport residence is a meticulously executed Passive House retrofit of a modernist concrete home originally built in 1938. Few properties achieve this level of energy efficiency while also prioritizing non-toxic, health-conscious building materials. As you pass through the home's front entry gate and hear the gentle rhythm of tires over gravel, a striking and handsome facade comes into

  Tyler Della Valle Dow Della Valle

  118 Roseville Rd, Westport, CT 06880
• 

  

  /40

  $2,999,999

  • 5 Beds
  • 8 Baths
  • 9,394 Sq Ft

  150 Wildwood Rd, Stamford, CT 06903

  Welcome to 150 Wildwood Road, an exceptional new construction residence that perfectly blends timeless colonial architecture with modern sophistication. Set on 1.12 private acres in one of Stamford's most sought-after neighborhoods, this 9,349-square-foot masterpiece showcases superior craftsmanship and thoughtful design by a respected local builder known for quality and attention to detail. This

  Joseph Schinella Arena Real Estate Services LLC

  150 Wildwood Rd, Stamford, CT 06903
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  /33

  $925,000

  • 3 Beds
  • 2.5 Baths
  • 2,025 Sq Ft

  295 Judd Rd, Easton, CT 06612

  Enjoy one-level living at its finest with this charming ranch set on 3 private acres! A beautifully maintained 3 bedroom, 2.5 bath opportunity set behind a pillared stone wall and Belgium block lined driveway...truly a stunning curb appeal. Enjoy a cathedral ceiling Family Room w/floor-to-ceiling fieldstone fireplace and sliders to an expansive deck; a Living Room w/floor-to-ceiling brick

  John Baldaserini Coldwell Banker Realty

  295 Judd Rd, Easton, CT 06612
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  /37

  $24,900,000

  • 7 Beds
  • 8 Baths
  • 18,217 Sq Ft

  44 & 40 Mayo Ave, Greenwich, CT 06830

  Nestled within the prestigious Belle Haven, Fairholme Estate is a magnificent English Manor that exudes timeless elegance and grandeur. Set on 2.74 beautifully landscaped acres, this seven-bedroom masterpiece features a spectacular pool, gracious wraparound porch, formal gardens, and expansive lawns, complemented by a charming coachman's cottage. Meticulously preserved to honor its historic

  Joanne Mancuso Houlihan Lawrence

  44 & 40 Mayo Ave, Greenwich, CT 06830
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  /2

  $190,000

  • Land
  • 3.01 Acres
  • $63,123 per Acre

  342 S Main St, Newtown, CT 06470

  Great Development Site with over 300' of Route 25 Frontage and access to Bear Hills Road. 3.01 acres of undeveloped land with easy access to I-84, Merritt Parkway, and I-95. Bring your dreams and imaginations! Tremendous potential.

  Ali Nabatchian RE/MAX Heritage

  342 S Main St, Newtown, CT 06470
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  /40

  $755,000

  • 4 Beds
  • 2 Baths
  • 2,852 Sq Ft

  138 Putnam Park Rd, Bethel, CT 06801

  A rare and beautifully updated New England Cape offering timeless character and a private backyard retreat with heated in-ground pool, newly designed patio and outdoor fireplace. Inside, old-world craftsmanship blends seamlessly with refined updates. The gourmet eat-in kitchen is filled with natural light and features white granite countertops, a basket-weave marble backsplash, premium stainless

  Jenn Lailer BHGRE Gaetano Marra Homes

  138 Putnam Park Rd, Bethel, CT 06801
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  /40

  $4,300,000

  • 6 Beds
  • 9 Baths
  • 9,525 Sq Ft

  278 North Ave, Westport, CT 06880

  Set in a coveted estate enclave prized by CEOs and captains of industry, this exceptional, shingle-style residence embodies timeless architecture, extraordinary craftsmanship, and meticulous attention to detail. Built custom for a CEO, the home showcases uncompromising quality and gracious curb appeal that leave a lasting impression. Designed for seamless indoor-outdoor living and grand-scale

  Cyd Hamer William Pitt Sotheby's Int'l

  278 North Ave, Westport, CT 06880
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  /40

  $1,655,500

  • 5 Beds
  • 6 Baths
  • 7,452 Sq Ft

  109 Long Meadow Hill Rd, Brookfield, CT 06804

  ~A Perfect Blend of Historic Charm & Modern Luxury~Experience the seamless fusion of an original 1900 home with a thoughtfully designed 2004 expansion~ This extraordinary property offers timeless character paired with modern comfort~This home is truly a feast for the senses~ At the heart of the home is a breathtaking two-story sunroom~ an Enchanting "Orangerie" where you can unwind surrounded by

  Tim Dent Coldwell Banker Realty

  109 Long Meadow Hill Rd, Brookfield, CT 06804
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  /40

  $929,900

  • 4 Beds
  • 3 Baths
  • 3,024 Sq Ft

  93 Toddy Hill Rd, Sandy Hook, CT 06482

  Welcome to this exceptional estate-style property where historic charm meets modern comfort. Set on over an acre of beautifully landscaped grounds, this unique offering provides outstanding flexibility and future expansion potential. The property includes a 3,000+ sq ft main residence, an 800+ sq ft guest house, and a detached two-car garage with workshop and full attic for added storage. The

  Robert Morey RE/MAX Right Choice

  93 Toddy Hill Rd, Sandy Hook, CT 06482
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  /20

  $21,000,000

  • 8 Beds
  • 12 Baths
  • 14,071 Sq Ft

  8 Fox Run Ln, Greenwich, CT 06831

  Ultra-stylish 2024 custom-built Contemporary from visionary developer SBP Homes graces nearly 5.5 private, gated acres very close to town with pool, spa, two-bedroom pool house, porches, outdoor kitchen, fireplace and tennis court designed for optimum indoor/outdoor entertaining and relaxed living. Luxurious details elevate the 11,000+ sq. Interior with Bulthaup kitchen, living room bar; walls of

  James Hoffman Houlihan Lawrence

  8 Fox Run Ln, Greenwich, CT 06831
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  /17

  $1,900,000

  • Land
  • 65.8 Acres
  • $28,875 per Acre

  275-291 Hammertown Rd, Monroe, CT 06468

  builders, Developers, two parcels totalling 65.8 acres +-. being sold together. The proposed map has topographical info and a proposed lot layout. could be reconfigured to add another lot if wanted. 3-acre zoning, could be 14-16 lots. It could also be a great place to build a horse stable for boarding horses. located next to an established development of larger homes 3500+- square feet. Property

  Stacey Schwartz Coldwell Banker Realty

  275-291 Hammertown Rd, Monroe, CT 06468
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  /40

  $3,895,000

  • 8 Beds
  • 9 Baths
  • 12,853 Sq Ft

  27 Country Club Rd, Ridgefield, CT 06877

  "HOMEWOOD" - This remarkable country compound is one of the precious few 18th/19th century shingle style colonial revival estates remaining in Fairfield Cty. Dating back to 1750, the original pre-revolutionary war home captivated the attention of prominent NYC banker, George Haven, who purchased the home in 1890 & expanded it significantly including a glorious 50' ballroom designed by Elsie de

  Laura Ancona William Pitt Sotheby's Int'l

  27 Country Club Rd, Ridgefield, CT 06877
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  /50

  $75,000,000

  • 8 Beds
  • 14 Baths
  • 15,944 Sq Ft

  1233 Rock Rimmon Rd, Stamford, CT 06903

  An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled

  Leslie McElwreath Sotheby's International Realty

  1233 Rock Rimmon Rd, Stamford, CT 06903
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  /24

  $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
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  /7

  $10,350,000

  • 6 Beds
  • 8 Baths
  • 7,072 Sq Ft

  12 Woodside Rd, Greenwich, CT 06830

  DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive,

  Leslie McElwreath Sotheby's International Realty

  12 Woodside Rd, Greenwich, CT 06830
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  /34

  $669,000

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  11 Squantz View Dr, New Fairfield, CT 06812

  Experience modern living in this contemporary gem nestled at the end of a quiet cul de sac, boasting high ceilings and abundant natural light throughout. Situated on a generous 1.39-acre lot, the property offers seasonal views of picturesque Squantz Pond. The main level features a spacious primary bedroom with an attached bathroom, while the living room impresses with its vaulted ceilings,

  Michael Spindler Real Broker CT

  11 Squantz View Dr, New Fairfield, CT 06812
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  /36

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  35 Skyline Dr, Sherman, CT 06784

  It's All About the Views!Fabulous Price Reduction on this one of a kind, custom built contemporary with extraordinary 50 mile views in all directions. Set in the Lake community of Candlewood Lake Estates, this stately Contemporary, set on a private acre plus an additional lot (.82 acs), at the end of a cul-de-sac, is just waiting for your customization. This incredible setting hosts this 3

  Barbara Sivba Coldwell Banker Realty

  35 Skyline Dr, Sherman, CT 06784
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  /39

  $789,900

  • 3 Beds
  • 3 Baths
  • 2,805 Sq Ft

  176 Strobel Rd, Trumbull, CT 06611

  This stunning remodeled brick Raised Ranch with a 2 car garage and 3 spacious bedrooms, including a primary suite with a brand new en-suite bath is convenient to everything: award winning schools, shopping, highways; the train. The stunning brand new kitchen showcases stylish white shaker cabinetry, gorgeous Corian countertops, and a striking herringbone backsplash. The main level also includes

  Karin Stocknoff Century 21 AllPoints Realty

  176 Strobel Rd, Trumbull, CT 06611
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  /40

  $1,849,000

  • 7 Beds
  • 5 Baths
  • 8,933 Sq Ft

  101 Northwood Dr, Easton, CT 06612

  AN ARCHITECTURAL TOUR DE FORCE: This Avant-garde Bauhaus-linear design of precision-engineered Modernism delivers a private, boutique hotel-style experience with a sophisticated "mansion-scale" wandering flow. MODERNIST GALLERY: 10-foot floor-to-ceiling windows. Garden panoramas. Differentiated interior architecture. "Eyes Wide Shut" scale. Three primary suites & wings. 360-degree privacy.

  Steven Koleno Beycome of Connecticut

  101 Northwood Dr, Easton, CT 06612
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  /7

  $214,900

  • Land
  • 4.97 Acres
  • $43,239 per Acre

  22 1/2 Country Ridge Rd, Danbury, CT 06811

  Hard to find, fully approved building lot that offers natural privacy in a quiet neighborhood setting! Set back amongst the trees at the end of a cul-de-sac awaits your dream lot. Featuring 5 acres of woods and approved for a 4 bedroom home (see attached maps). Conveniently set just two minutes to Federal Road's shopping and restaurants (including Stew Leonard's and The Home Depot) and I-84 for a

  Svetlana Mastrogiannis William Raveis Real Estate

  22 1/2 Country Ridge Rd, Danbury, CT 06811
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  /34

  $649,900

  • 3 Beds
  • 2 Baths
  • 2,588 Sq Ft

  61 Soundview Ave, Shelton, CT 06484

  Great possibilities await in this solidly built ranch offering a versatile layout and wonderful indoor-outdoor flow. The kitchen features laminate flooring and opens to a sunroom that leads to a spacious deck overlooking a gorgeous rear yard & 2 car garage. A comfortable den with three closets provides flexible living space, while the light-filled living and dining room combination showcases

  Jodi Dawley Real Estate Two

  61 Soundview Ave, Shelton, CT 06484
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  /40

  $3,900,000

  • 6 Beds
  • 11 Baths
  • 9,974 Sq Ft

  76 Lords Hwy, Weston, CT 06883

  In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every

  Alex Chingas Coldwell Banker Realty

  76 Lords Hwy, Weston, CT 06883
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  /5

  $399,000

  • Land
  • 3.3 Acres
  • $120,909 per Acre

  45 Martin Ln, Easton, CT 06612

  Life in Easton is defined by space, privacy, and a strong sense of community - top-rated schools, scenic trails, local farms, and the luxury of breathing room - all minutes from modern conveniences. Rare opportunity to enjoy 3.3 acres of rolling, private land located at the end of a quiet cul de sac in the heart of Easton. Make your way past an elegant equestrian property, a beloved local tree

  Gayle Worthington William Raveis Real Estate

  45 Martin Ln, Easton, CT 06612
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  /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
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  /11

  $525,000

  • Land
  • 2.06 Acres
  • $254,854 per Acre

  Lot #6 S Brook Dr, Stamford, CT 06903

  Amazing opportunity to build your DREAM HOME! This 2 acre parcel is located in a prestigious enclave of fine residences in North Stamford, on a quiet cul-de-sac. Conveniently located near fine dining, shopping, theaters, parks, golf, hiking, beaches, and everything the vibrant City of Stamford has to offer with easy access to train, airport and Hwys! Enjoy nearby Greenwich and the quaint towns of

  Elaine Voss Coldwell Banker Realty

  Lot #6 S Brook Dr, Stamford, CT 06903
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  /38

  $1,837,500

  • 4 Beds
  • 5 Baths
  • 5,385 Sq Ft

  7 Long Meadow Ln, Redding, CT 06896

  Sweeping meadow views, privacy & sunsets from an elevated setting 7 Long Meadow Lane is a distinctive property defined by its scale, setting, and versatile layout, offering generous proportions and an architectural presence that supports a wide range of lifestyles. Sited on an elevated, scenic 4.39 acres with exceptional privacy and open meadow outlooks, the home enjoys a peaceful setting

  Linda Sweeny William Raveis Real Estate

  7 Long Meadow Ln, Redding, CT 06896
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  /33

  $13,000,000

  • 5 Beds
  • 10 Baths
  • 9,564 Sq Ft

  10 Shorehaven Rd, Norwalk, CT 06855

  Rarely does an opportunity arise to own a home in the coastal enclave of Shorehaven, and 10 Shorehaven Road is a true masterpiece. This Nantucket-inspired estate blends timeless elegance with relaxed coastal charm, offering unmatched luxury and tranquility. Set along the serene waterfront, the lush, landscaped grounds feature a sparkling pool, spa, and private dock-perfect for boating adventures

  Laurie Morris Compass Connecticut, LLC

  10 Shorehaven Rd, Norwalk, CT 06855
• 

  

  /17

  $799,000

  • 2 Beds
  • 1 Bath
  • 974 Sq Ft

  167 Toddy Hill Rd, Sandy Hook, CT 06482

  Discover the ultimate rarity: a sprawling 17.89 acre property for sale in Newtown, CT! Vast parcels like this vanish fast in Fairfield County! Just 90 minutes from NYC, this serene haven fuses vintage charm with endless potential in a storybook rural escape. Picture a cozy 1935 cottage with your own private park as your backdrop, primed for expansion into your dream home! The cottage could be

  Mark Pires Coldwell Banker Realty

  167 Toddy Hill Rd, Sandy Hook, CT 06482
• 

  

  /40

  $1,950,000

  • 5 Beds
  • 5.5 Baths
  • 8,530 Sq Ft

  63 Parmalee Hill Rd, Newtown, CT 06470

  This home is sold WITH the adjacent Building Lot #65 Parmalee Hill Road. TOTAL of 4.09 ACRES. #65 Parmalee Hill Rd is a R-2 Zoned lot (2.04) with shed/barn on property. Beautifully appointed Colonial Style home, built in 2006, with breathtaking views of the surrounding valley. Located in a residential, semi-rural section of Newtown, with easy access to major routes. Throughout the home you will

  Erika Portanova Songer William Pitt Sotheby's Int'l

  63 Parmalee Hill Rd, Newtown, CT 06470
• 

  

  /10

  $575,000

  • 3 Beds
  • 1 Bath
  • 1,958 Sq Ft

  360 Garder Rd, Monroe, CT 06468

  Bring your vision to this unique property nestled on almost 4 picturesque acres in desirable Monroe, CT. Set back from the road and surrounded by nature, this home offers a rare chance to create something truly special in a location that's increasingly hard to find. The existing house needs renovation but provides a solid footprint and endless potential whether you're looking to restore, expand,

  Carolyn Colon-Ortega Century 21 Scala Group

  360 Garder Rd, Monroe, CT 06468
• 

  

  /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
• 

  

  /16

  $1,475,000

  • Land
  • 1.05 Acres
  • $1,404,762 per Acre

  50 Sylvan Rd N, Westport, CT 06880

  DREAM YOUR TOMORROW This 1.05 acre of dry, level land that is available for sale, is beautifully sited in the middle of Westport's Old Hill and awaits your imagination. Enter through the original gates of the 1928 Arthur Whiteside Estate at 50 Sylvan North --- the park-like entry to the 25-acre estate built for Whiteside, who founded and headed the commercial credit rating firm of Dun &

  Martha Eidman Coldwell Banker Realty

  50 Sylvan Rd N, Westport, CT 06880
• 

  

  /24

  $999,000

  • Land
  • 2.06 Acres
  • $484,951 per Acre

  263 & 271 S Main St, Newtown, CT 06470

  An exceptional commercial opportunity awaits with two adjacent parcels totaling 2.06 acres, ideally positioned along South Main Street Route 25 in a highly visible, high traffic corridor. Offered together as a single package, 271 South Main Street encompasses 1.18 acres and 263 South Main Street adds an additional 0.88 acres, creating a versatile footprint with outstanding exposure to

  Daniel Leyden KW Legacy Partners

  263 & 271 S Main St, Newtown, CT 06470
• 

  

  /5

  $259,000

  • Land
  • 4.62 Acres
  • $56,061 per Acre

  13 Jordan Hill Rd Unit Lot 4, Newtown, CT 06482

  Builders and investors take note. This secluded 4.62-acre parcel offers a gently rolling, lightly wooded landscape...An excellent opportunity for a custom home, estate property, or investment project in a desirable country setting. The property was perc and deep-hole tested and approved by the town in 1999; while those approvals have expired, the site's prior testing suggests retesting should be

  Wendy Weir RE/MAX Right Choice

  13 Jordan Hill Rd Unit Lot 4, Newtown, CT 06482
• 

  

  /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

Showing Results 201 - 240, Page 6 of 11