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Explore Similar Apartments Within 10 Miles of Ashford, CT

  • /19

    $299,000

    • 6 Beds
    • 2 Baths
    • 1,932 Sq Ft

    100 South St, Willimantic, CT 06226

    Discover 100 South Street in Willimantic-a great opportunity to own a fully occupied 2-family home with solid rental income and key updates already done. The first floor unit hasbeen remodeled, including fresh flooring and paint, and a brand-new furnace. The property also features a 2-year-old roof, offering long-term durability and reduced future expenses. With great tenants already in place,

    Agent Photo

    Amber Jones

    KW Legacy Partners

    (860) 831-4634

    100 South St, Willimantic, CT 06226
  • /21

    $289,000

    • 6 Beds
    • 2 Baths
    • 1,736 Sq Ft

    96 South St, Willimantic, CT 06226

    Welcome to 96 South Street in Willimantic-a solid investment opportunity with tenants already in place through February and April 2026. This well-maintained 2-family property offers reliable rental income from day one. Recent improvements include: New windows and flooring on the first floor. Updated electrical and mechanical systems. 1-year-old roof for peace of mind and reduced maintenance

    Agent Photo

    Amber Jones

    KW Legacy Partners

    (860) 791-3791

    96 South St, Willimantic, CT 06226
  • /29

    $179,925

    • 7 Beds
    • 3 Baths
    • 2,668 Sq Ft

    57 Chapman St, Willimantic, CT 06226

    Don't miss this exceptional investment opportunity at 57 Chapman Street in Willimantic, CT! This versatile 3-family property features one spacious 3-bedroom, 1-bath unit and two well-proportioned 2-bedroom, 1-bath units, making it an ideal choice for investors or owner-occupants seeking rental income. Each unit offers comfortable layouts with ample potential for updates and customization,

    Agent Photo

    Jason Kemp

    Five Stars Realty

    (860) 419-7674

    57 Chapman St, Willimantic, CT 06226
  • /14

    $380,000

    • 4 Beds
    • 2 Baths
    • 1,772 Sq Ft

    64 Wormwood Hill Rd, Mansfield Center, CT 06250

    UPDATE: Showings only on Sunday, 7/27 from 8am-6pm! Turn-key duplex with two long-term tenants already in place at 64 Wormwood Hill Road in Mansfield, CT. Both tenants would love to stay, providing immediate, stable cash flow from day one. Each side-by-side unit offers 2 bedrooms, 1 full bath, a private entrance, full basement, and separate utilities, making this a low-maintenance,

    Zoe Cramer Broder Commercial, LLC

    64 Wormwood Hill Rd, Mansfield Center, CT 06250
  • /27

    $1,960,000

    • 14 Beds
    • 16 Baths
    • 9,216 Sq Ft

    338 Main St, Southbridge, MA 01550

    Prime downtown mixed-use investment property with an 8% cap rate ideal for investors seeking long term stability. Zoned Center Core in a designated Opportunity Zone offering both capital gain & historic tax credits. Exceptionally maintained, including a new roof and furnace. The first floor includes two commercial spaces: a new 10-year lease to a convenience store & an available 539 SF vanilla

    JOHN SNYDER Redfin Corp.

    338 Main St, Southbridge, MA 01550
  • /27

    $375,000

    • 5 Beds
    • 2,968 Sq Ft

    30 Edgewood St, Stafford Springs, CT 06076

    30 Edgewood Street is a two-family side-by-side duplex built in 1900, located on a 0.39-acre lot in Stafford Springs. The property offers a total of approximately 2,968 square feet of living space across two units - one with 2 bedrooms and one with 3 bedrooms. Each unit has its own private entrance, making it suitable for owner-occupants or as an investment/rental property. The home is

    Alexa Bush Torch Real Estate Group

    30 Edgewood St, Stafford Springs, CT 06076
  • /28

    $399,900

    • 6 Beds
    • 2 Baths
    • 2,296 Sq Ft

    236 Charlton St, Southbridge, MA 01550

    First showings at Open house Thursday, July 17th from 4:00 p.m. - 6:00 p.m. Great two family for owner occupied or investment. Large units with three bedrooms, open kitchen, pantry and enclosed porch/sunroom. Interior stair cases. Full dry basement with storage spaces. Roof still has plenty of life in it and no maintenance vinyl siding and windows. Tenants pay own utilities and trash removal.

    Melissa Hilli Aucoin Ryan Realty

    236 Charlton St, Southbridge, MA 01550
  • /5

    $235,000

    • 4 Beds
    • 2 Baths
    • 2,259 Sq Ft

    434 Pleasant St, Willimantic, CT 06226

    This 2 story multi-family gem offers two spacious 2-bedroom, 1-bath units (approx. 1,100 sq ft each), one upstairs and one downstairs-both currently leased by long-term tenants with separate utilities, providing hassle-free rental income. Many upgrades have already been done here. Schedule a showing for a better look of this property. Check agent remarks

    Chad Saba I.M.A. Realty LLC

    434 Pleasant St, Willimantic, CT 06226
  • /36

    $484,999

    • 8 Beds
    • 4 Baths
    • 4,808 Sq Ft

    40 Elm St, Willimantic, CT 06226

    ATTENTION INVESTORS!!! This incredible 10 CAP investment Opportunity for 4 units across 2 2-family properties may be exactly what you're looking for!!! Discover the potential in this centrally located low overhead property. With strong rental demand from nearby ECSU, Uconn and in the general market, vacancy will not be a problem. Tenant amenities include large backyards, with privacy and gardens.

    Robyn Letourneau Berkshire Hathaway NE Prop.

    40 Elm St, Willimantic, CT 06226
  • /35

    $489,999

    • 8 Beds
    • 4 Baths
    • 3,828 Sq Ft

    389 Pleasant St, Windham, CT 06226

    Prime Investment Opportunity in Willimantic! Excellent potential in a high-demand, low vacancy location. With strong bones, proximity to ECSU, public transit and downtown this property is perfect for investors or house hackers looking to build equity fast. NEW ELECTRIC PANELS, NEW HEAT AND HOT WATER FURNACES. Combine with other listed Willimantic properties: Elm st., Jackson St., and Chapman St.

    Robyn Letourneau Berkshire Hathaway NE Prop.

    389 Pleasant St, Windham, CT 06226
  • /42

    $674,900

    • 11 Beds
    • 5 Baths
    • 3,848 Sq Ft

    128 128 1 2 Elm St, Southbridge, MA 01550

    Unique Multi-Family Investment Opportunity! This rare offering features two separate buildings on one lot, combining for a total of five units. The front building offers 3 units, while the rear building contains 2 additional units, providing flexible rental configurations with a mix of 1 to 3-bedroom layouts to attract a wide tenant base. Investors, you will appreciate the strong income

    James Black Real Broker MA, LLC

    128 128 1 2 Elm St, Southbridge, MA 01550
  • /42

    $399,900

    • 5 Beds
    • 4 Baths
    • 2,689 Sq Ft

    135 Elm St, Southbridge, MA 01550

    Attention investors! This multi-unit property offers incredible flexibility and long-term income potential. Currently configured as 4 separate units —perfect for maximizing rental income or multi-generational living for owner-occupants. Three units are vacant & ready for updates, giving you a head start on value-add improvements. Many big-ticket items have already been addressed, including a new

    James Black Real Broker MA, LLC

    135 Elm St, Southbridge, MA 01550
  • /35

    $599,999

    • 12 Beds
    • 5 Baths
    • 4,466 Sq Ft

    136 Chapman St, Windham, CT 06226

    INVESTORS TAKE NOTE!! LOW VACANCY in Windham county. 5-unit Investment Property with Strong Cash Flow! Located in the heart of Willimantic, this fully occupied property offers easy maintenance, off street parking, and stable tenants. GOI: $82,560 Other income: $2400 Expenses: $71,628 NOI: $71,628 12 CAP Combine with other listed willimantic properties: Elm st., Jackson St., and Pleasant St. as a

    Robyn Letourneau Berkshire Hathaway NE Prop.

    136 Chapman St, Windham, CT 06226
  • /40

    $320,000

    • 6 Beds
    • 2 Baths
    • 2,981 Sq Ft

    87 North St, Willimantic, CT 06226

    TWO HOUSES ON ONE PROPERTY! This unique investment opportunity at 87-89 North Street in Willimantic, CT, presents a compelling proposition for investors. The property comprises TWO single-family homes situated on a single lot, each with its own driveway and access to a large garage located conveniently on the front house's driveway. The rear house, a charming 1,224 square-foot dwelling,

    Toni Iandoli William Pitt Sotheby's Int'l

    87 North St, Willimantic, CT 06226
  • /15

    $630,000

    • 8 Beds
    • 4 Baths
    • 3,000 Sq Ft

    16 Wardwell Ct, Southbridge, MA 01550

    Cash Cow!!! All 4 units in great shape and loads of updates on dead end street. Great location just behind the town library and steps to Main Street to do your banking, restaurants & so much more. All units are occupied for instant income!!! Tenants pay their own heat & electricity. 3rd floor used for storage but check with the town -- loads of potential & plenty of space for an additional

    Christi Cournoyer Hometown Realty Associates LLC

    16 Wardwell Ct, Southbridge, MA 01550
  • /13

    $330,000

    • 5 Beds
    • 2 Baths
    • 2,200 Sq Ft

    9 Ann St, Willimantic, CT 06226

    2 family house on a quiet street. First floor is a 2 bed 1 bath with hardwood floors throughout. Direct access to their side of the basement. Front foyer, eat in kitchen, living room. Second unit is the 2nd floor & 3rd floor and open, perfect for owner occupied multifamily. 2 bedrooms on the upper level with new carpet. Kitchen, dining room, living room, bathroom and 1 bedroom on the second floor

    david breau eXp Realty

    9 Ann St, Willimantic, CT 06226
  • /38

    $650,000

    • 7 Beds
    • 5 Baths
    • 3,342 Sq Ft

    124-126 Main St, Monson, MA 01057

    Rare investment opportunity in the heart of downtown Monson! This 4-family setup includes a 3-family and a single-family home on a 1-acre lot, fully rented and generating strong, consistent income. The single-family offers great potential for owner-occupancy, while the 3-family provides excellent income to offset expenses. Tenants enjoy close proximity to shops, restaurants, and amenities, plus

    The King Group Coldwell Banker Realty - Western MA

    124-126 Main St, Monson, MA 01057
  • /42

    $1,050,000

    • 9 Beds
    • 7 Baths
    • 6,950 Sq Ft

    13 Coombs St, Southbridge, MA 01550

    This unique investment opportunity features two separate homes on one lot, including a custom-built single-family home and a three-family residence. The single-family home, built in 2013, boasts over 4,000 sq ft, high-quality finishes, and stunning workmanship and woodwork. With three floors of spacious living areas, the upper levels have two bedroom suites, total of two full baths, and two half

    Maritza Nieves The KeyMove Realty Group LLC

    13 Coombs St, Southbridge, MA 01550
  • /39

    $695,000

    • 3 Beds
    • 3 Baths
    • 2,546 Sq Ft

    48 Wrights Crossing Rd, Pomfret Center, CT 06259

    Welcome to Wrights Crossing Road in picturesque Pomfret, where charm, nature, and opportunity meet. This fully remodeled circa-1890 three-family home offers the perfect blend of timeless character and 2021 modern upgrades-nestled along a majestic brook with peaceful, natural soundscapes, and the scenic Audubon sanctuary land and trails right up the road. Two units are currently rented at strong

    Jennie Kesselman Berkshire Hathaway NE Prop.

    48 Wrights Crossing Rd, Pomfret Center, CT 06259
  • /8

    $535,000

    • 8 Beds
    • 4 Baths
    • 1,440 Sq Ft

    127 U S 6, Columbia, CT 06237

    Has brand new roof and new main water pipe. Can be a great money maker. 4.2 acres on a busy corner lot. 2 houses 1 needs work 2 units are rented. Room to build new or renovate what is here. This would also be a great place for storage units or garage. Very busy road for your business

    Fredrick Maloon Coldwell Banker Realty

    127 U S 6, Columbia, CT 06237
  • /8

    $599,900

    • 8 Beds
    • 6 Baths
    • 3,536 Sq Ft

    45 Elm St, Monson, MA 01057

    Knock, Knock! Opportunity is at the door. This six family has been renovated over the years. There are two units that need some updating and would help increase rents. Plenty of off street parking in a paved area. There is plenty of outdoor space for relaxing and enjoying the country living lifestyle. Each unit has its own private porch and in unit laundry. There are four two plus bedroom units

    Kevin Moore Executive Real Estate, Inc.

    45 Elm St, Monson, MA 01057
  • /16

    $499,000

    • 6 Beds
    • 2 Baths
    • 1,850 Sq Ft

    7 Pearl St, Southbridge, MA 01550

    Don't miss out on this beautifully renovated 2-family home nestled on a peaceful dead-end street. Set on a spacious corner lot with a stunning river running along the property, this home offers the perfect blend of modern updates and serene natural surroundings. Plenty of growth potential with this property as well. Whether you’re an investor seeking a turnkey rental property or a homeowner

    Walter Aldrich Walter Aldrich Realty

    7 Pearl St, Southbridge, MA 01550
  • /24

    $165,000

    • 3 Beds
    • 1 Bath
    • 660 Sq Ft

    1728 Stafford Rd, Storrs Mansfield, CT 06268

    There are two rental opportunities at this location. Garage rented now at $800. Relatively long term tenant. The mobile home is not livable as-is and CAN BE REPLACED. Mixed-Use (LIMITED) Investment Opportunity Near UCONN. Located in a high-traffic area with excellent visibility, convenient access to UCONN and major highways, this property has a unique investment opportunity. Zoned residential

    Brian McCarthy Home Selling Team

    1728 Stafford Rd, Storrs Mansfield, CT 06268
  • /29

    $650,000

    • 6 Beds
    • 4 Baths
    • 3,240 Sq Ft

    223 Route 169, Woodstock, CT 06281

    A rare investment opportunity located in beautiful Woodstock, CT! This 4 unit property is a blank slate to set your own rents, procure your own tenants, or owner occupy. These completely remodeled units feature stunning floors, tiled bathrooms, granite counters, and all have appliances. 2 bed/ 1 bed set up. Coin op laundry available. Close to Woodstock Academy and the Hyde School. Sits on a

    Amy Brunet Brunet and Company Real Estate

    223 Route 169, Woodstock, CT 06281
  • /15

    $650,000

    • 26 Beds
    • 5 Baths
    • 20,000 Sq Ft

    318 Main St, Southbridge, MA 01550

    Come check out this great investment opportunity to build out a 15 unit building in the heart of downtown Southbridge. Bring this great brick building back to life!! 2 storefront units on first floor with additional 13 residential rental units above and behind. This building is located in an opportunity zone as well as being registered as a historical building! Take advantage of the historical

    Brian Allen Property Investors & Advisors, LLC

    318 Main St, Southbridge, MA 01550
  • /31

    $1,150,000

    • 4 Beds
    • 3 Baths
    • 2,542 Sq Ft

    227 Pudding Hill Rd, Hampton, CT 06247

    This stunning 1775 Colonial home, set on 153 picturesque acres in scenic Scotland, Connecticut, gives a unique opportunity for those who appreciate the charm of farm life. Currently utilized for hay production, beef cattle, and horses, the property boasts an estimated 70 percent of its land dedicated to fields, with the remainder covered in beautiful woodlands. The mostly level fields are

    Peter Plourde Berkshire Hathaway NE Prop.

    227 Pudding Hill Rd, Hampton, CT 06247
  • /4

    $555,000

    • 1 Bed
    • 4,514 Sq Ft

    1365 Main St, Coventry, CT 06238

    MIXED COMMERCIAL & RESIDENTIAL USES ON 1,24 ACRES AT THE FOUR CORNERS INTERSECTION OF RTE 31 (MAIN STREET) AND RTE 275 (TO UCONN) AND LAKE STREET (TO COVENTRY LAKE) IN HISTORIC SOUTH COVENTRY VILLAGE. PRESENTLY USED AS A SIX (6) UNIT BUILDING.

    Thomas Welles Welles Agency

    1365 Main St, Coventry, CT 06238
  • /2

    $399,000 Open Sun 1PM - 3PM

    • 8 Beds
    • 3 Baths
    • 3,913 Sq Ft

    85 Lewiston Ave, Willimantic, CT 06226

    Opportunity awaits with this well cared for large 3-family property offering 3,913 square feet of living space across three levels. Each unit features tall ceilings and generous room sizes, with hardwood flooring throughout most of the home. The first-floor unit offers 2 bedrooms, a spacious dining and living room with built-ins, a pantry area and a welcoming front porch. The second-floor unit

    Anne Newmyer Simply Sold Real Estate

    85 Lewiston Ave, Willimantic, CT 06226

Why Live in Ashford

Ashford, CT, a small community in northern Connecticut's "Quiet Corner," offers a blend of historical charm and modern living. Incorporated in 1714, Ashford has evolved from an agricultural hub to a residential area with ample open space. The town features a variety of architectural styles, from ranch and split-level homes to New Traditional designs, often set on spacious lots with septic and well-water systems. Residents enjoy outdoor activities at Ashford Memorial Park, which includes a playground and athletic facilities, and the Yale-Meyers Forest, accessible via the Nipmuck Trail Loop. The June Norcross Webster Scout Reservation provides summer camps for children, while the Earl W. Smith Senior Center offers indoor activities for older residents. Dining options along U.S. Route 44 include the popular Ashford Dairy Bar, Midway Restaurant & Pizza, and The Wooden Spoon. The Ashford Farmers Market is a local favorite for fresh produce and handmade goods. For shopping, residents travel 14 miles east to Killingly, which hosts major retailers like Target and T.J. Maxx. E.O. Smith High School, highly rated and offering college credit programs, serves the community alongside the University of Connecticut, located just 9 miles away. Annual events such as the Connecticut Art and Garden Tour and A Summer’s Palette highlight the town's vibrant arts scene. Commuting is facilitated by Westford Road, U.S. Route 44, and Interstate 84, connecting Ashford to Providence, Hartford, and nearby Storrs.

Home Trends in Ashford, CT

Housing Trends

Median Sale Price
$405,000
Median Single Family Sale Price
$407,500
Median Townhouse Sale Price
$1,772,500
Average Price Per Sq Ft
$264
Number of Homes for Sale
9
Last 12 months Home Sales
51
Months of Supply
2.10
Median List Price
$399,950
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
23%
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