Section Image Section Image

Explore Similar Apartments Within 10 Miles of Ashford, CT

  • /40

    $329,900

    • 6 Beds
    • 2 Baths
    • 2,272 Sq Ft

    7 Dennis Ln, Stafford Springs, CT 06076

    Incredible 2-Family Opportunity in the Heart of Stafford Springs! Perfect for an owner-occupant or first-time investor, this updated and well-maintained two-family home offers flexibility, income potential, and charm on a quiet, private street. Each unit features 3 bedrooms and 1 full bath, with separate updated 100-amp electrical panels, new oil tanks, and newer windows throughout. One unit is

    Agent Photo

    Aimee Nieroda

    Trend 2000 Real Estate

    (860) 718-4066

    7 Dennis Ln, Stafford Springs, CT 06076
  • /41

    $389,900 Open Sun 2PM - 3:30PM

    • 7 Beds
    • 3 Baths
    • 3,408 Sq Ft

    14 Hampden Ave, Monson, MA 01057

    Welcome to this spacious multi-family home in Monson, MA, offering 3,408 sq. ft. of living space across 2 units. With 14 rooms, 7 bedrooms, and 3 full baths, this property provides flexibility for an owner-occupant or investor. Inside, you'll find beautiful hardwood floors, generously sized living and dining rooms and four enclosed porches perfect for relaxing or for use as a mudroom. The

    Agent Photo

    Karen Kopeski

    Today Real Estate, Inc.

    (413) 343-4832

    14 Hampden Ave, Monson, MA 01057
  • /31

    $399,900

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    46 Old Sturbridge Rd, Southbridge, MA 01550

    Fantastic Investment or Owner-Occupied Opportunity! Updated two-family on the sought-after Southbridge/Sturbridge line. The first-floor unit offers 2–3 bedrooms, a spacious kitchen, and a sun-filled living room. Upstairs, the second unit boasts 2 oversized bedrooms, a large kitchen, and an inviting living room. Stylish updated flooring flows throughout. Enjoy the convenience of a 2-car garage for

    Agent Photo

    Michael Nugent

    RE/MAX Prof Associates

    (508) 213-5075

    46 Old Sturbridge Rd, Southbridge, MA 01550
  • /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
  • /7

    $309,000

    • 7 Beds
    • 3 Baths
    • 3,419 Sq Ft

    26 Maple Ave, Willimantic, CT 06226

    Turnkey Three-Family Investment Opportunity: This fully leased three-family property is an excellent opportunity for investors or owner-occupants seeking strong rental income and long-term potential. Currently generating $4,340 in monthly income, all tenants are responsible for their own utilities, keeping operating costs low. The property is easy to maintain and features a new roof for added

    Agent Photo

    Heather Meehan

    Meehan & Daughters Real Estate

    (860) 813-3914

    26 Maple Ave, Willimantic, CT 06226
  • /24

    $319,900 Open Sat 1PM - 2:30PM

    • 4 Beds
    • 2 Baths
    • 1,872 Sq Ft

    423 Worcester St, Southbridge, MA 01550

    Unlock the potential of this spacious, well-maintained two-family property on the edge of Southbridge, perfect for both investors and owner-occupants located at 423 Worcester Rd! Each unit boasts nearly 900 sq. ft. of living space, featuring 2 bedrooms and 1 bath. First floor unit will be vacant at purchase and the upstairs tenants are month to month. Recent upgrades include Bristol triple-pane

    We Close Deals Team Lamacchia Realty, Inc.

    423 Worcester St, Southbridge, MA 01550
  • /31

    $475,000 Open Sat 11AM - 1:30PM

    • 4 Beds
    • 2 Baths
    • 2,648 Sq Ft

    172 Marcy St, Southbridge, MA 01550

    Step into this fully renovated two-family home, ideally located on a corner lot in the heart of town. With its charming shake siding accented by green clapboard and a two-car garage, this property stands out with undeniable curb appeal. Inside, the first-floor unit impresses with soaring 10–12 ft ceilings, refinished hardwoods, granite countertops, and central AC/heat—an ideal owner-occupied

    We Close Deals Team Lamacchia Realty, Inc.

    172 Marcy St, Southbridge, MA 01550
  • /19

    $269,900

    • 5 Beds
    • 2.5 Baths
    • 1,008 Sq Ft

    107 Hydeville Rd, Stafford Springs, CT 06076

    Discover this versatile two-family home in a peaceful Stafford Springs neighborhood. Set on a modest lot, the property backs to a beautiful stream, offering a tranquil backyard retreat. Each unit provides comfortable living space with bedrooms, kitchen, and bath, ready for your updates and personal touches. A long-term tenant is already in place, helping to offset expenses or provide steady

    The Hamre Group Real Broker CT, LLC

    107 Hydeville Rd, Stafford Springs, CT 06076
  • /15

    $489,900

    • 9 Beds
    • 3 Baths
    • 3,099 Sq Ft

    37 River St, Southbridge, MA 01550

    Discover this 3-unit multifamily property offering a strong rental income and long-term growth potential. Featuring 9 bedrooms, 3 bathrooms, and 3 convenient off-street parking spaces, this property is an ideal addition to any investor’s portfolio.Two of the units have been recently updated and renovated, providing modern finishes and increased rental appeal. The third-floor unit is currently

    McKenzie Belanger Byrnes Real Estate Group LLC

    37 River St, Southbridge, MA 01550
  • /34

    $589,999

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

    79 Hamilton St, Southbridge, MA 01550

    Welcome to this fantastic investment opportunity in the heart of Southbridge! This professionally maintained 4-unit multi-family offers a total 4,000 square feet of living space and is ideal for both investors and owner-occupants alike. The building features a great mix of units, including one 1-bedroom, two 2-bedrooms, and one 3-bedroom, providing versatility for a variety of tenant needs. Each

    Kayla Holden Byrnes Real Estate Group LLC

    79 Hamilton St, Southbridge, MA 01550
  • /39

    $849,900

    • 15 Beds
    • 6 Baths
    • 5,280 Sq Ft

    45 River St, Southbridge, MA 01550

    Six-unit multifamily in Southbridge featuring three 2-bedroom apartments and three 3-bedroom apartments—15 bedrooms total. Five of the six units are currently occupied, with two units recently updated. A new rubber roof was installed one month ago, reducing near-term maintenance needs. Spacious layouts and a convenient location near shops, schools, and major routes make this an attractive and

    Devin Brown Byrnes Real Estate Group LLC

    45 River St, Southbridge, MA 01550
  • /42

    $649,900

    • 9 Beds
    • 3 Baths
    • 3,585 Sq Ft

    219 Charlton St, Southbridge, MA 01550

    Solid income opportunity in Southbridge with three well-laid-out 3-bedroom units. The first floor is vacant and turnkey, ideal for immediate owner occupancy or securing top market rent, with refinished hardwood floors, a spacious eat-in kitchen with pantry, and a heated storage room with laundry hookups. The 2nd and 3rd floors follow the same layout, each with washer connections in the kitchen

    James Black Real Broker MA, LLC

    219 Charlton St, Southbridge, MA 01550
  • /41

    $599,900

    • 12 Beds
    • 3 Baths
    • 3,709 Sq Ft

    25 Cohasse St, Southbridge, MA 01550

    This is the kind of 3-family that investors keep for decades! There are 2 vacant 4-bedroom units ready for market rents or an owner-occupant to move right into one and rent out the other. Each unit offers 4 bedrooms, spacious living rooms, and in-unit laundry hookups. Utilities are individually metered including separately metered water (1st fl tenant pays their own water/sewer bill currently),

    James Black Real Broker MA, LLC

    25 Cohasse St, Southbridge, MA 01550
  • /37

    $439,900

    • 5 Beds
    • 3 Baths
    • 3,100 Sq Ft

    91 Everett St, Southbridge, MA 01550

    Spacious 2-Family Home with Great Potential – Southbridge, MA. Discover the opportunity in this generously sized 2-family home offering over 3,100 sq. ft. of living space on a 9,583 sq. ft. lot. Conveniently located near downtown Southbridge and the town YMCA, this property provides both convenience and versatility. The main unit boasts 4 bedrooms, providing plenty of space for a growing family

    Jessica Ortega eXp Realty

    91 Everett St, Southbridge, MA 01550
  • /28

    $379,900

    • 8 Beds
    • 3 Baths
    • 3,073 Sq Ft

    176 Windham Rd, Willimantic, CT 06226

    Located near the South Windham border of Willimantic, this beautifully maintained 3-family Victorian home is a rare find perfect for investors seeking immediate rental income or owner-occupants looking to live on-site while collecting rent. Nestled in a quiet neighborhood filled with majestic historic homes and directly across from a scenic park, the property offers the perfect combination of

    Gregory Leone Coldwell Banker Realty

    176 Windham Rd, Willimantic, CT 06226
  • /12

    $349,000

    • 6 Beds
    • 2 Baths
    • 1,826 Sq Ft

    99 North St Unit 1ST, Southbridge, MA 01550

    Get some help with the mortgage! Live in one unit and rent the other! Or create a multigenerational home! Two family in downtown Southbridge area. 3 BR's in each unit. Enclosed porches. Roof replaced in 2023. Newer vinyl siding. Hardwood floors. Newer hot water heaters. VACANT! Great location for commuting. Close to businesses and hospitals in Worcester. Open house Saturday and Sunday 1-2 See it

    Dawn Szczygiel Castinetti Realty Group

    99 North St Unit 1ST, Southbridge, MA 01550
  • /33

    $449,900

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft

    412 Charlton St, Southbridge, MA 01550

    Buyer walked. VACANT & REMODELED up down 2-family. This multi family is set back from the road with plenty of privacy. Each unit offers 2 bedrooms and 1 full bath. Hardwood floors, clean finishes, and a nice layout. Both units are fully refreshed—kitchens, baths, flooring, the works— move in or start collecting rent. Property is completely VACANT, so you can choose your own tenants or live in one

    Patrick Sweeney RE/MAX Prof Associates

    412 Charlton St, Southbridge, MA 01550
  • /27

    $1,960,000

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

    338 Main St, Southbridge, MA 01550

    Motivated seller - all reasonable offers considered. Prime downtown mixed-use investment property with an 8% cap rate ideal for long term stability. Zoned CC in a designated Opportunity Zone with both capital gain & historic tax credits. Exceptionally maintained, including new roof & furnace. First floor includes two commercial spaces: a new 10-year convenience store lease & an available 539 SF

    JOHN SNYDER Redfin Corp.

    338 Main St, Southbridge, MA 01550
  • /27

    $340,000

    • 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
  • /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
  • /40

    $299,000

    • 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

    $599,900

    • 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
  • /42

    $399,900

    • 9 Beds
    • 3 Baths
    • 3,507 Sq Ft

    127 Cliff St, Southbridge, MA 01550

    **BUYER'S LOSS IS YOUR GAIN** Opportunity knocks with this fully vacant 3-family property featuring three 3-bedroom, 1-bath units each with its own porch and spacious layout. A newer rubber roof, 2022 electric updates (panels & meters), and great bones lay the foundation for your next successful project. Bring your vision, build equity, and take advantage of strong rental demand once the updates

    James Black Real Broker MA, LLC

    127 Cliff St, Southbridge, MA 01550
  • /41

    $624,900

    • 10 Beds
    • 5 Baths
    • 3,736 Sq Ft

    6 Walcott St, Southbridge, MA 01550

    This 4-family property in Southbridge is a great addition to any investment portfolio! Unit 1L, a rare 4-bedroom, 2-bath layout ideal for larger households, is currently vacant and ready for an owner-occupant or new tenant. The remaining three units feature spacious 3-bedroom, 1-bath floorplans. Ground-level basement boasts over 1,200 sq.ft. of storage, potential for additional income!

    James Black Real Broker MA, LLC

    6 Walcott St, Southbridge, MA 01550
  • /13

    $315,000

    • 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 with plenty of space. 2 bedrooms on the 3rd floor with new carpet. Kitchen, dining room, living room, bathroom and 1 bedroom on the

    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
  • /39

    $685,000

    • 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
  • /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
  • /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
  • /20

    $499,900 Coming Soon

    • 8 Beds
    • 4 Baths
    • 3,680 Sq Ft

    2 Ann St, Willimantic, CT 06226

    Recently renovated, great income producing 4 family units property. Live in one unit while collecting rent for the property's expenses. Separate utilities! Each unit has 2 bedrooms, family room, living room and eat in kitchen. The town card shows each unit as 3 bedrooms. The family room can be used as such. This property is well maintained with plenty of off street parking space and a recently

    Ramon Matos Matos Level Eminent Realty

    2 Ann St, 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
$370,000
Median Single Family Sale Price
$395,000
Median Townhouse Sale Price
$2,995,000
Average Price Per Sq Ft
$269
Number of Homes for Sale
8
Last 12 months Home Sales
54
Months of Supply
1.80
Median List Price
$396,495
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
12%
How to Buy a Home How to Finance a Home How to Sell a Home