Windham, CT Homes in ZIP Code 06377

• 

  $340,000 Sold May 13, 2025

  • 1,144 Sq Ft
  • $297/SF
  • 218 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  22 Sterling Ridge Ln Unit Lot 22, Sterling, CT 06377

  * Can be ready in 60 days or Less * See MLS 24006028 & 24006023 for additional styles, see plat map attached for available lots. Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2024 to be built Raised Ranch offers the epitome of modern living. With Central Air and Hardwood flooring throughout, this home boasts City water and Sewer for added comfort. Picture

  Patrick Farrell Compass Connecticut, LLC

  22 Sterling Ridge Ln Unit Lot 22, Sterling, CT 06377
• 

  Est $256,080 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  502 Sterling Rd, Sterling, CT 06377

  502 Sterling Rd, Sterling, CT 06377
• 

  

  

  /3

  $85,000

  • Land
  • 1.87 Acres
  • $45,455 per Acre

  18 Ledge Hill Rd, Sterling, CT 06377

  Land was approved for a 3 bedroom home in 2004 - please do your due diligence with the town. Beautiful country lot that is high and dry to build your dream home. 4.5 Miles to 395 and close to RI line. 617Ft of road frontage.

  Christine Johnson RE/MAX One

  18 Ledge Hill Rd, Sterling, CT 06377
• 

  $230,000 Sold May 06, 2025

  • 1,566 Sq Ft
  • $147/SF
  • 41 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1933

  61 Laiho Rd, Sterling, CT 06377

  This charming 4-bedroom, 1.5-bath farmhouse sits on just over an acre, offering plenty of space to stretch your legs, grow a garden, or simply bask in the fresh country air. The classic blue exterior is giving major storybook vibes - you know, the kind where the quirky family moves in and makes it their own. Inside, you'll find updated bathrooms (because even old homes need a little pampering)

  Derek Greene Derek Greene

  61 Laiho Rd, Sterling, CT 06377
• 

  Est $411,000 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,331 Sq Ft

  163 Valley View Rd, Sterling, CT 06377

  163 Valley View Rd, Sterling, CT 06377
• 

  

  /20

  $130,000 Pending

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  256 Pine Hill Rd, Sterling, CT 06377

  Very pretty, level lot with 317 feet of road frontage, and approximately 1244 ft deep. The house was lived in until very recently, however best future use may be a tear down. All of the mechanicals seem to be functional. There is a drilled well, and an old dug well. There is some type of a septic system, presumably from when the house was built in 1955. The foundation is stone, and below the

  Lynn Converse RE/MAX Bell Park Realty

  256 Pine Hill Rd, Sterling, CT 06377
• 

  $375,000 Sold Apr 30, 2025

  • 1,144 Sq Ft
  • $328/SF
  • 30 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  26 Sterling Ridge Ln Unit Lot 24, Sterling, CT 06377

  *Completed and Ready for Occupancy* Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2025 Raised Ranch offers the epitome of modern living. With Central Air and Hardwood flooring, this home boasts City water and Sewer for added comfort. Picture yourself in the Gorgeous Granite Kitchen, complete with a view of the valley while you do dishes! Enjoy the ease of a

  Patrick Farrell Compass Connecticut, LLC

  26 Sterling Ridge Ln Unit Lot 24, Sterling, CT 06377
• 

  Est $369,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,208 Sq Ft

  628 Snake Meadow Hill Rd, Sterling, CT 06377

  628 Snake Meadow Hill Rd, Sterling, CT 06377
• 

  

  /7

  $150,000 Pending

  • 3 Beds
  • 2 Baths
  • 3,434 Sq Ft

  748 Plainfield Pike, Sterling, CT 06354

  Step Back in Time with This Historic Sterling Gem Located in the heart of Sterling's Historic District, this rare 1742 Colonial offers a unique opportunity to restore a piece of Connecticut history. Set on a beautiful lot abutting state land, the home offers privacy, charm, and the promise of a truly special residence. Boasting over 3,400 square feet, this grand antique features classic colonial

  Cary Marcoux RE/MAX Bell Park Realty

  748 Plainfield Pike, Sterling, CT 06354
• 

  $399,900 Sold Apr 30, 2025

  • 1,776 Sq Ft
  • $225/SF
  • 217 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  30 Sterling Ridge Ln Unit Lot 26, Sterling, CT 06377

  Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2024 to be built Colonial offers the epitome of modern living. With Central Air and Hardwood flooring throughout, this home boasts City water and Sewer for added comfort. Picture yourself in the Gorgeous Granite Kitchen, complete with a view of the valley while you do dishes! Enjoy the ease of a maintenance-free

  Patrick Farrell Compass Connecticut, LLC

  30 Sterling Ridge Ln Unit Lot 26, Sterling, CT 06377
• 

  Est $303,000 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,734 Sq Ft

  190 Main St, Sterling, CT 06377

  190 Main St, Sterling, CT 06377
• 

  

  /35

  $369,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  4 Johns Cir Unit Lot 31, Sterling, CT 06377

  *To Be Built* Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2024 to be built Raised Ranch offers the epitome of modern living. With Central Air and Hardwood flooring throughout, this home boasts City water and Sewer for added comfort. Picture yourself in the Gorgeous Granite Kitchen, complete with a view of the valley while you do dishes! Enjoy the ease of a

  Patrick Farrell Compass Connecticut, LLC

  4 Johns Cir Unit Lot 31, Sterling, CT 06377
• 

  $380,000 Sold Apr 23, 2025

  • 2,450 Sq Ft
  • $155/SF
  • 4 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1900

  75 Main St, Sterling, CT 06377

  A fantastic investment opportunity awaits with this rare 4-family property. This building has undergone numerous recent updates, including new windows, siding, and electrical. The property consists of two units on the first floor and two units on the second floor. One of the first-floor units has been completely gutted and fully remodeled, offering a modern, turnkey space ready for a new tenant

  Brianna Walsh Johnston & Associates Real Estate, LLC

  75 Main St, Sterling, CT 06377
• 

  

  /12

  Est $353,493 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  342 Snake Meadow Hill Rd, Sterling, CT 06377

  342 Snake Meadow Hill Rd, Sterling, CT 06377
• 

  

  /35

  $369,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  2 Johns Cir Unit Lot 30, Sterling, CT 06377

  * Can be ready in 60 days * Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2025 to be built Raised Ranch offers the epitome of modern living. With Central Air and Hardwood flooring throughout, this home boasts City water and Sewer for added comfort. Picture yourself in the Gorgeous Granite Kitchen, complete with a view of the valley while you do dishes! Enjoy

  Patrick Farrell Compass Connecticut, LLC

  2 Johns Cir Unit Lot 30, Sterling, CT 06377
• 

  $110,000 Sold Apr 22, 2025

  • 672 Sq Ft
  • $164/SF
  • 2 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1973

  710 Margaret Henry Rd, Sterling, CT 06377

  Mobile Home on its Own Land with 1 Bedroom and 1 Bath. This Very Pretty, Level Lot is .74 Acres. 2 Outbuildings in very good Condition with new Roofs. Mobile Home has many Updates such as Newer Furnace, Updated Bathroom Tub, Tub Surround, Sink & Toilet. Kitchen Has New Cabinets. Windows are Newer as well as Plumbing. Property has a Drilled well with a New well Pump. Septic has 1000 gal tank with

  Virginia Dunbar RE/MAX One

  710 Margaret Henry Rd, Sterling, CT 06377
• 

  Est $306,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  328 N Sterling Rd, Sterling, CT 06377

  328 N Sterling Rd, Sterling, CT 06377
• 

  

  /26

  $339,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  6 John's Cir Unit Lot 32, Sterling, CT 06377

  See MLS 24006028 & 24006023 for additional styles, see plat map attached for available lots. Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2024 to be built Raised Ranch offers the epitome of modern living. With Central Air and Hardwood flooring throughout, this home boasts City water and Sewer for added comfort. Picture yourself in the Gorgeous Granite Kitchen,

  Patrick Farrell Compass Connecticut, LLC

  6 John's Cir Unit Lot 32, Sterling, CT 06377
• 

  $419,900 Sold Apr 08, 2025

  • 2,249 Sq Ft
  • $187/SF
  • 69 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1993

  395 Main St, Sterling, CT 06377

  Welcome to 395 Main St, Sterling, CT-a charming Cape-style home set back from the road for an abundance of privacy. Step inside and admire a spacious eat-in kitchen, 1st floor primary suite which includes a walk-in closet & a luxurious en suite bathroom with a beautiful walk-in shower and rainfall showerhead. The living room showcases a stone fireplace, serving as both a beautiful focal point and

  Rich Jenkins Real Broker CT, LLC

  395 Main St, Sterling, CT 06377
• 

  Est $285,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,125 Sq Ft

  46 River Rd, Sterling, CT 06377

  46 River Rd, Sterling, CT 06377
• 

  

  /24

  $299,900 Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,290 Sq Ft

  534 Margaret Henry Rd, Sterling, CT 06377

  RUSTIC COUNTRY RANCH ON 1.15 ACRES right on the RI LINE. 10 x 16 and 16 x 26 HUGE DECK off the back of the home for entertaining overlooking FENCED area for your animals. 20 x 20 GARAGE for your vehicle and STORAGE. LARGE FIREPLACE living room, STAINLESS APPLIANCE kitchen w/ BEAUTIFUL GRANITE COUNTERS, NEW flooring leads to SPACIOUS dining area w/ SLIDER to DECK. 1 full bathroom and 3 bedrooms

  Christine Johnson RE/MAX One

  534 Margaret Henry Rd, Sterling, CT 06377
• 

  $620,000 Sold Apr 01, 2025

  • 2,240 Sq Ft
  • $277/SF
  • 0 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  9 Logans Way, Sterling, CT 06377

  Brand New Construction. Private Subdivision. Underground utilities. Peace and quiet. Rear lot 400ft driveway off the road. Large 4 bed 3 bath colonial 40ft x 28ft with 24ft x 24ft garage. All oak hardwood floors. Master suite with cathedral ceiling and luxury bath with soaking tub. Second Floor Laundry. Propane fired hot air heat with efficient on demand water heater. 2 zone central air

  Jeffrey Castle HomeSmart Professionals Real Estate

  9 Logans Way, Sterling, CT 06377
• 

  Est $364,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 735 Sq Ft

  228 Main St, Sterling, CT 06377

  228 Main St, Sterling, CT 06377
• 

  

  /31

  $374,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,802 Sq Ft

  3 Julian Cir Unit 3, Sterling, CT 06377

  BACK ON MARKET DUE TO BUYER FINANCING FALLING THROUGH! Charming Young Colonial with 3B, 2.5BA & Low Maintenance Living! Welcome to Sterling Hills Estate! This lovely home is located in a desirable community with an HOA of only $140 a month that takes care of ALL GROUNDS MAINTENANCE! This home lets you enjoy more leisure time and less upkeep. Gleaming hardwood floors throughout first floor and a

  Kim Ricard Priority Real Estate Group,LLC

  3 Julian Cir Unit 3, Sterling, CT 06377
• 

  $290,000 Sold Jan 06, 2025

  • 1,176 Sq Ft
  • $247/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1987

  21 Railroad Ave, Sterling, CT 06377

  RUSTIC COUNTRY Ranch on almost an ACRE on a dead end road right on the RI line! HUGE 6x 42 Farmers porch to enjoy your evenings( needs some stain and tlc). Large living room w/ wood floor, TILED entry leads to TILED STAINLESS APPLIANCED Eat in Kitchen. 3 spacious bedrooms with hardwood floors and a COUNTRY bathroom. ROOF is 14 years old. Plenty of storage in basement. HUGE LEVEL YARD and new

  Christine Johnson RE/MAX One

  21 Railroad Ave, Sterling, CT 06377
• 

  Est $466,000 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,166 Sq Ft

  827 Margaret Henry Rd, Sterling, CT 06377

  827 Margaret Henry Rd, Sterling, CT 06377
• 

  

  /39

  $475,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  24 River Rd, Sterling, CT 06377

  This country home has undergone a studs out renovation and expansion where charm, space, and modern comfort come together on over 5+ acres of land and you are just 5 miles from I-395. The home blends a timeless style with smart, up-to-date living. One of the home's standout features is the massive primary bedroom with cathedral ceilings, which makes the space feel even more grand and offers a

  Beth Fournier Compass Connecticut, LLC

  24 River Rd, Sterling, CT 06377
• 

  $395,000 Sold Jan 03, 2025

  • 1,467 Sq Ft
  • $269/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2023

  5 Julian Cir Unit 5, Sterling, CT 06377

  Welcome to this Newly built home! This beautifully customized , sprawling ranch is 3 bedrooms & 2 bathrooms. One level living at it's FINEST. Beautiful wood flooring throughout & vaulted ceilings. This customized kitchen has beautiful granite countertops , new stainless steel ,HIGH END appliances. Propane range! Island includes an overhang , perfect for entertaining! Super spacious living room.

  Skyla Gagnon RE/MAX Bell Park Realty

  5 Julian Cir Unit 5, Sterling, CT 06377
• 

  Est $370,000 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,160 Sq Ft

  71 Hungry Hill Rd, Sterling, CT 06377

  71 Hungry Hill Rd, Sterling, CT 06377
• 

  $174,950 Sold Dec 27, 2024

  • 912 Sq Ft
  • $192/SF
  • 170 Days On Market

  • 1 Bath
  • Built 1965

  388 Valley View Rd, Sterling, CT 06377

  Discover tranquility and opportunity nestled on 4.2 picturesque acres. This bank-owned gem offers a rare chance to own a fully customizable rehab property with ample land for endless possibilities. Property needs TLC

  Carolyn Bassett Remax Host of Homes

  388 Valley View Rd, Sterling, CT 06377
• 

  Est $391,363 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  53 Laiho Rd, Sterling, CT 06377

  53 Laiho Rd, Sterling, CT 06377
• 

  

  /30

  $365,000 Sold Dec 13, 2024

  • 1,704 Sq Ft
  • $214/SF
  • 21 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  1 Anne Cir, Sterling, CT 06377

  Single family home with the benefit of an association taking care of grounds maintenance for you. This large colonial sits on one of the nicest lots in the development! View beautiful sunsets from your composite deck and stamped concrete patio, that's perfect for entertaining. Inside features an ample kitchen with beautiful island and & dining nook filled with natural light. Hardwood floors in

  Christine Costa Kazantzis Real Estate, LLC

  1 Anne Cir, Sterling, CT 06377
• 

  Est $372,000 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,082 Sq Ft

  519 Saw Mill Hill Rd, Sterling, CT 06377

  519 Saw Mill Hill Rd, Sterling, CT 06377
• 

  $365,000 Sold Dec 13, 2024

  • 1,704 Sq Ft
  • $214/SF
  • 37 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  1 Anne Cir Unit 1, Sterling, CT 06377

  Single-family home with the benefit of an association, taking care of ground maintenance for you. This large colonial sits on one of the nicest lots in the development! Beautiful sunsets from your composite deck and concrete patio, that's perfect for entertaining. Inside features and kitchen with beautiful island and dining nook filled with natural light. Hardwood floors in a living and dining

  Valerie MacNeil Kazantzis Real Estate, LLC

  1 Anne Cir Unit 1, Sterling, CT 06377
• 

  Est $270,000 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  1322 Plainfield Pike, Sterling, CT 06377

  1322 Plainfield Pike, Sterling, CT 06377
• 

  $359,900 Sold Nov 27, 2024

  • 1,144 Sq Ft
  • $315/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  28 Sterling Ridge Ln Unit Lot 25, Sterling, CT 06377

  Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2024 to be built Raised Ranch offers the epitome of modern living. With Central Air and Hardwood flooring throughout, this home boasts City water and Sewer for added comfort. Picture yourself in the Gorgeous Granite Kitchen, complete with a view of the valley while you do dishes! Enjoy the ease of a maintenance-free

  Patrick Farrell Compass Connecticut, LLC

  28 Sterling Ridge Ln Unit Lot 25, Sterling, CT 06377
• 

  Est $310,000 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,115 Sq Ft

  1328 Plainfield Pike, Sterling, CT 06377

  1328 Plainfield Pike, Sterling, CT 06377
• 

  $410,000 Sold Nov 25, 2024

  • 1,764 Sq Ft
  • $232/SF
  • 22 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2007

  244 Snake Meadow Hill Rd, Sterling, CT 06377

  PRIVATE COUNTRY 2007 COLONIAL sits back off the road on 2.13 ACRES right on the RI LINE!! HARDWOOD stairs lead to BRAND NEW CARPET JUST INSTALLED on upper level. HUGE primary bedroom w/ WALKIN closet and primary bathroom. 2 additional bedrooms and another full bathroom. OPEN FLOOR PLAN on 1 st floor w/ HARDWOOD FLOORS throughout in LARGE living room, dining area open to kitchen and slider to 12 x

  Christine Johnson RE/MAX One

  244 Snake Meadow Hill Rd, Sterling, CT 06377
• 

  Est $389,784 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,842 Sq Ft

  112 Saw Mill Hill Rd, Sterling, CT 06377

  112 Saw Mill Hill Rd, Sterling, CT 06377
• 

  $225,000 Sold Nov 21, 2024

  • 1,232 Sq Ft
  • $183/SF
  • 11 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2006

  30 Pond St Unit 30, Plainfield, CT 06374

  Charming Two-Bedroom Townhouse in a Prime Location Welcome to this inviting two-bedroom, one-and-a-half-bath townhouse, offering comfortable living in a sought-after neighborhood. Step inside to find a spacious, light-filled living area with an open floor plan perfect for relaxing or entertaining. The updated kitchen features modern appliances, plenty of cabinet space, and a cozy dining nook.

  Amy Rio Executive Real Estate Inc.

  30 Pond St Unit 30, Plainfield, CT 06374

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