Greater Mansfield CT Real Estate $500k +

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120 North Street Windham CT 06226

MLS Number 24204552

  • Multi Family Multi-Family For Sale
  • Square Feet 3,389
  • Acreage 0.26
  • Bedrooms 10
  • Bathroom 5

Income producing multi family property offering a strong opportunity for investors or owner occupants alike. One unit is currently not leased, providing immediate leasing potential or flexibility for owner occupancy. Property presents the opportunity to generate rental income with additional upside potential over time. Detached garage offers added utility with potential for storage, workshop space, or future supplemental income opportunities. Conveniently located near Eastern Connecticut State University, downtown Willimantic, shopping, dining, and major commuter routes. Great opportunity to add a multifamily asset to an investment portfolio. One of the parties to the LLC has an active real estate license.

Listed by Michelle Mandel of Carl Guild & Associates

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Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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89 John Perry Road Eastford CT 06242

Eastford, CT89 John Perry Road

Price$625,000

Est. Mortgage: $/month

MLS Number 24210501

  • Single Family
  • Square Feet 4,538
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1800

The Benjamin Bosworth House has been part of Eastford's landscape for more than two centuries, and there is still nothing quite like it. Set on 3 acres, this Federal-style home, completed around 1800, offers 4,538 square feet, 4 bedrooms, 2.5 baths and 11 fireplaces. Its defining feature is a rare full-height monitor, once used as a Masonic meeting hall, with built-in benches and fireplaces. Throughout the house, hand-carved woodwork, historic finishes and generously scaled rooms tell the story of its past. The main level includes a formal dining room, parlor, sunlit sitting room, kitchen, studio and workshop, with additional flexible space upstairs. Since purchasing the home in May, the current owner has continued restoration work, including new lime plaster in the parlor and second-floor hall, a retiled upstairs bath and fresh paint in several rooms. Listed on the National Register of Historic Places, this is a remarkable opportunity for someone who appreciates early American craftsmanship and wants to carry its story forward.

Listed by Kristen Kaskela of Berkshire Hathaway NE Prop.

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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189 Butts Bridge Road Canterbury CT 06331

Canterbury, CT189 Butts Bridge Road

Price$615,000

Est. Mortgage: $/month

MLS Number 24180596

  • Single Family
  • Square Feet 3,643
  • Bedrooms 5
  • Bathroom 3
  • Year Built 1989

A rare 16-acre country property in Canterbury's Rural District - a private residence rich with timeless New England character, set on extraordinary grounds. The home pairs a 1934 original (stone foundation, knotty pine ceilings, deep farm-style kitchen) with a spacious 1989 addition featuring a double-sided fireplace, wide-plank floors, and a one-of-a-kind cut-out balustrade staircase. Configured with two residential units, it offers flexible living for an owner-occupant - live in one and enjoy the second as guest, family, or extended living space, or maintain the in-place tenancy. A separately permitted guest house (Section 10.1.5) provides additional owner-occupied flexibility for family, guests, or a home office; it is owner-occupied and not a year-round rental. The grounds are exceptional: two scenic ponds, a fenced paddock and open pasture, a versatile workshop with French doors, raised garden beds, a screened gazebo, a barn, and a collection of charming outbuildings. Currently home to horses, peacocks, and a duck. Recent updates include a new roof and chimney liner. Ideally suited to an owner-occupant seeking land, space, and a one-of-a-kind rural lifestyle - perfect for the equestrian or hobby-farm buyer. A truly singular offering you simply won't find twice.

Listed by Tim J. Bray and Joseph Herndon of Seaport Real Estate Services

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Rr 6 Andover CT 06232

Andover, CTRr 6

Price$600,000

Est. Mortgage: $/month

MLS Number 24048071

  • Land
  • Acreage 6.5
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning I

Position your business for success with this exceptional 6.5-acre industrial parcel offering outstanding visibility and exposure. Strategically located with easy access to major highways and transportation routes, this prime site presents endless potential for industrial, warehouse, distribution, manufacturing, or commercial development. High-traffic location provides excellent frontage and strong presence for your business or investment opportunity. Rare chance to secure a sizable industrial lot in a highly visible and desirable location.

Listed by Simonne E. Corriveau of KW Legacy Partners

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Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25 Old Turnpike Road Mansfield CT 06268

MLS Number 24196341

  • Single Family
  • Square Feet 2,560
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2013

A rare blend of historic charm and modern craftsmanship, the beloved "Ash House" offers an exceptional living experience along one of Mansfield's designated scenic roadways. Originally built circa 1732, the saltbox colonial was meticulously dismantled, preserved, and rebuilt on its current 2.5 acre setting. Completed in 2013, this "new antique home" honors its heritage while providing the comfort, efficiency, and longevity of a thoughtfully engineered modern build. Inside, the home showcases original wide pine floorboards, antique doors and hardware, plaster walls, period wood moldings and a built-in corner hutch. At its heart is a striking central chimney with 4 working fireplaces, including one with a Hearthstone woodstove and a traditional "beehive" bake oven. The kitchen was designed with a minimalist, period appropriate aesthetic and features exposed beams, a cast iron farm sink, matching wood hutches for storage, and direct access to the stone patio for outdoor dining. The first floor also includes a dining room, living room, family room, office, and a full bath with laundry. The second story of the main house offers two bedrooms, each with an ensuite full bath. One bedroom includes a working fireplace and access to the walk-up attic, providing a third level of storage or potential future expansion. Above the kitchen from a back staircase, a private third bedroom suite features a vaulted ceiling with exposed beams, a romantic clawfoot tub, and a separate shower.

Listed by Lindsey Niarhakos of RE/MAX One

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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133 Lake Hayward Road Colchester CT 06415

Colchester, CT133 Lake Hayward Road

Price$599,900

Est. Mortgage: $/month

MLS Number 24171152

  • Multi Family Multi-Family For Sale
  • Square Feet 2,462
  • Acreage 25
  • Bedrooms 4
  • Bathroom 3

Set on a rare and expansive 25 acre parcel this well-maintained two-family duplex featuring a 2-bedroom, 1.5-bath unit on one side and a 2-bedroom, 1-bath unit on the other. Each unit includes its own one-car garage, along with separate washer and dryer setups for added convenience. The property is serviced by a private well and septic system. This property offers exceptional potential and flexibility. Whether you're looking to build your dream home, develop multiple residences, or establish a farm, the possibilities are truly remarkable. Large parcels like this are increasingly hard to find, making this a unique opportunity. With its generous acreage, the property is also ideal for an estate setting-offering ample space for a main residence, guest house, pool, expansive lawns, and wooded buffer areas for added privacy. THIS HOUSE IS EASILY CONVERTED BACK TO A 4-BEDROOM SINGLE FAMILY WITH A ONE BEDROOM UNIT.One of the owners is a licensed real estate agent.

Listed by Jay W. Madigan of Berkshire Hathaway NE Prop.

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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133 Lake Hayward Road Colchester CT 06415

Colchester, CT133 Lake Hayward Road

Price$599,900

Est. Mortgage: $/month

MLS Number 24191404

  • Land
  • Acreage 25
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning FD

A beautiful piece of property including approx 25 acres. This property currently has a 2462 sq foot multi-family house on it however the possibilities are endless regarding the use of this property. See MLS #24171152. One of the owners is a licensed real estate agent.

Listed by Jay W. Madigan of Berkshire Hathaway NE Prop.

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Amidon Drive Ashford CT 06278

Ashford, CT7 Amidon Drive

Price$599,900

Est. Mortgage: $/month

Open House

MLS Number 24208918

  • Single Family
  • Next Open House: Sun 10/18 11:00 am. to 12:30 pm.
  • Square Feet 1,372
  • Bedrooms 3
  • Bathroom 2

LAKE LIFE AWAITS!! This stunning like-new home has been fully renovated to include 2 full beds and baths, with a 3rd loft style flex room which can be used for a bedroom or added living space. This home features soaring ceilings, incredible waterfront views and an open concept kitchen with OVERSIZED island. The thoughtfully designed lake house could be the ideal getaway, or used for investment. You will LOVE the sunsets and cozy nights on the large trex deck looking over the tranquil lake. Within minutes from the highway making this an ideal destination or full time lifestyle! The house was fully restored from a shell and has high energy efficiency, electric heat and mini split systems for clean air flow, and low maintenance. Set on a private road with charming New England views at all seasons, you wont want to miss this one!!

Listed by Robyn Letourneau of Berkshire Hathaway NE Prop.

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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126 Amidon Road Ashford CT 06278

Ashford, CT126 Amidon Road

Price$599,900

Est. Mortgage: $/month

MLS Number 24214545

  • Single Family
  • Square Feet 1,691
  • Bedrooms 4
  • Bathroom 1
  • Year Built 1977

Some properties make you feel at home before you've reached the front door. Welcome to Little Creek Farm! Follow the winding driveway past open fields, fenced pastures and riding rings, with glimpses of a sparkling blue lake beyond, to a magnificent reproduction Colonial nestled in Ashford's scenic countryside. This special property blends the warmth and character of an antique New England homestead with the comforts of newer construction. Wide-board hardwood floors, distinctive woodwork and a classic Rumford fireplace evoke another era, while updated mechanicals, heating systems and central air provide modern comfort without compromising the home's timeless appeal. A spacious country kitchen invites cooking and gathering. Two main-level bedrooms offer flexible space for guests, an office or additional living areas, with two more bedrooms upstairs. Outside, the four-stall barn includes a tack room, grain bin, storage for approximately 300 bales of hay, water and electricity. A detached two-car garage and shed complete the setting. With room for horses, hobbies and peaceful country living, Little Creek Farm offers a little bit of yesterday and all the comforts of today. But perhaps what makes Little Creek Farm most special isn't simply the beautiful home, barns, or acreage. It's the feeling of being here. The peaceful surroundings, the changing seasons, the horses grazing in the pasture, and the simple pleasure of having room to breathe. Come experience it for yourself!

Listed by Juli L. Rogalla of Coldwell Banker Realty

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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272 Horse Hill Road Ashford CT 06278

Ashford, CT272 Horse Hill Road

Price$599,000

Est. Mortgage: $/month

MLS Number 24187009

  • Single Family
  • Square Feet 2,634
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1988

Nestled at the end of a long, winding driveway, this exquisite Colonial home offers timeless New England elegance on over three private, picturesque acres. Surrounded by classic stone walls, sprawling lawns, mature gardens, and inviting outdoor dining spaces, this exceptional property is a secluded retreat rich in historic details and charm. Inside, you'll find four spacious bedrooms with one on the main floor, two and one-half baths, wide-plank hardwood floors, and five fireplaces that create warmth and character in nearly every room. One-of-a-kind hand-painted wall murals and custom artisan details enhance this home's distinctive personality while honoring its antique Colonial aesthetic. Built in 1988 and expanded in 1995 it includes a full basement, abundant storage and modern systems. Every space reflects craftsmanship rarely found in today's market. Located in the historic town of Ashford in Northeast Connecticut's "Quiet Corner" this remarkable property offers the perfect balance of peaceful country living with convenient access to nearby amenities as well as the Connecticut shoreline, Massachusetts, and the beautiful Rhode Island beaches. A truly exceptional offering for those seeking privacy, authenticity, and refined New England living. New roof and new septic system have been installed in last few months.

Listed by James Kelly of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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47 Sherman Road Woodstock CT 06281
Open House

MLS Number 24204008

  • Single Family
  • Next Open House: Sat 10/17 4:00 pm. to 5:00 pm.
  • Square Feet 2,072
  • Bedrooms 4
  • Bathroom 3

Modern amenities meet unmatched seclusion in this 2,000+ sq ft colonial. A mostly level lot offers abundant green space, fruiting plants, and perennials, while the side deck and yard open to a beautiful natural view of the Still River-ideal for outdoor entertaining or quiet, serene living. Inside, gleaming maple floors lead to a first-floor bedroom with attached pass-through bath, a modern eat-in kitchen with double wall ovens and a propane stovetop, a large dining room, and a spacious living room with a functional fireplace. Upstairs, a hallway full bath serves three additional bedrooms, including the primary suite with its own attached full bath. The walk-up attic's excellent ceiling height and volume create a strong opportunity to add livable square footage. The basement's layout and ceiling height are equally well suited to finishing and expanding the home further. An attached two-car garage and paved driveway provide ample parking. If you want modern comfort, privacy, and room to grow in a peaceful woodsy setting, this is the home for you!

Listed by Austin C. Miglin of Realty Negotiations LLC

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$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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14 Hnath Road Ashford CT 06278

Ashford, CT14 Hnath Road

Price$594,900

Est. Mortgage: $/month

MLS Number 24181815

  • Single Family
  • Square Feet 2,000
  • Bedrooms 3
  • Bathroom 2
  • Year Built 2026

SIMILAR To rendering shown Currently Now Being Built in Ashford Meadow Estates on Corner Lot#3 is this stunning Custom Modern Farmhouse Ranch positioned on a beautiful 1 acre lot in Ashford's Newest 6 lot subdivision featuring picturesque land in Eastern CT's quiet corner, Bold & Elegant with striking exterior finish options like timber frame porch accents. An interior designers dream! This open-concept floor plan with 9+ foot ceilings will shine with abundant natural light throughout this spacious living space. The custom eat-in kitchen/dining area design includes quality cabinets & Quartz counters. A great room with 10ft ceilings sets the tone for that farmhouse style decor of your dreams. The spacious primary suite with vaulted ceilings & private en-suite bathroom is remarkable with walk-in closet and custom tile shower. Design changes have been made making this a beautiful home with Three bedrooms and a formal dining room with views of 6 acres of open space. Outside enjoy two inviting porches overlooking serene wooded surroundings, perfect for relaxing or entertaining. Enjoy a peaceful rural setting while remaining conveniently close to major highway i84 just 5 miles away, Lake Chaffee close by and the Uconn campus just 13 miles away.

Listed by Mark T. Massaro of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.4% last updated on Oct 8, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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