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Greater Mansfield CT Real Estate $500k +

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40 Main Street Plainfield CT 06374

Plainfield, CT40 Main Street

Price$995,000

Est. Mortgage: $/month

MLS Number 24194248

  • Single Family
  • Square Feet 5,856
  • Bedrooms 6
  • Bathroom 5
  • Year Built 1855

The Fenner-Matthewson Mansion-an extraordinary piece of Connecticut history. Built circa 1855 for prominent mill owner Arnold Fenner, this magnificent Italian Villa is a distinguished contributing property within the National Register-listed Central Village Historic District. Nearly 6,000 SF of timeless grandeur offers 12 rooms, 6 bedrooms and 4.5 baths, with soaring 12' ceilings and exquisite period detail throughout. A grand foyer and sweeping staircase make an unforgettable first impression, complemented by 2 additional staircases, original black walnut doors and millwork, red pine floors, mercury glass doorknobs and beautiful built-ins. An incredible 9 working fireplaces, many with distinctive Italian marble surrounds, grace the home-including fireplaces in the updated kitchen and primary suite. The kitchen blends historic character with modern function, featuring a Sub-Zero refrigerator, pantry and butler's pantry. The primary suite offers a private full bath with soaking tub and fireplace. Recent improvements include a new roof and new central air. Set on 2.65 acres with an inviting front porch, stone courtyard and charming stucco outbuilding. More than a home-this is architecture, history and legacy, awaiting its next steward.

Listed by Cary A. Marcoux of RE/MAX Bell Park 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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82 Hutchins Street Killingly CT 06239

MLS Number 24209225

  • Multi Family Multi-Family For Sale
  • Square Feet 5,400
  • Acreage 0.55
  • Bedrooms 12
  • Bathroom 12

Rare six-family investment opportunity featuring six townhouse-style units! Built in 1981, this exceptionally clean and well-maintained property offers 5,400 square feet of living space with six identical, turnkey 2-bedroom, 1.5-bath layouts. Each unit features main-level living space with a convenient half bath, two bedrooms and a full bath upstairs, private laundry hookups, and its own private basement offering additional storage and utility space. Designed with investment ownership in mind, the property features public water and sewer, individually metered electricity, and tenant-paid electric baseboard heat-helping limit owner-paid utility expenses. A private paved driveway and parking area, along with a 0.55-acre lot, complete the property. All occupied units are currently month-to-month, offering flexibility for the next owner. Purpose-built six-family properties with townhouse-style layouts like this are a rare find. A compelling opportunity to acquire a clean, turnkey multifamily asset with existing income and meaningful potential for future growth.

Listed by Skyla Gagnon and Brooks Gagnon of RE/MAX Bell Park 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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294 Christian Road Middlebury CT 06762

Middlebury, CT294 Christian Road

Price$995,000

Est. Mortgage: $/month

MLS Number 24206798

  • Single Family
  • Square Feet 2,878
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2026

New construction designed to impress! The Cambridge Model offers 2,878 sq. ft. of thoughtfully designed living space. A grand two-story foyer leads to the stunning great room with soaring ceilings, fireplace and beautiful windows creating a light and airy feel. The heart of the home is the spacious kitchen featuring an expansive island, granite countertops, stainless steel appliances and white shaker-style cabinetry. A breakfast nook with French doors opens to the back deck, while the formal dining room is perfect for entertaining. The first-floor primary suite offers two walk-in closets and a luxurious bath with oversized shower and double vanities. A private first-floor den provides the ideal space for a home office, homeschooling or quiet retreat. Hardwood floors run throughout the main level, which also includes laundry and a mudroom. Upstairs, two generously sized bedrooms share a Jack-and-Jill bath. Additional features include a 2-car attached garage, central air, underground utilities and sprinklers, private well and public sewer. Set on just over an acre in the desirable Avalon Farms community with limited seasonal views of the pond. Photos are of similar construction; pictured lighting is not included. Floor plans, elevations and proposed site plan are attached.

Listed by Jonna Dibble of BHGRE Gaetano Marra Homes

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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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106 Hunt Road Columbia CT 06237

Columbia, CT106 Hunt Road

Price$995,000

Est. Mortgage: $/month

MLS Number 24209264

  • Single Family
  • Square Feet 3,516
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1977

LUXURY WATERFRONT HOME & AIRBNB OPPORTUNITY Welcome to 106 Hunt Road, a magical destination estate on the peaceful shores of Mono Pond. Set on 1.46 beautifully landscaped acres, this 3,516 sq. ft. luxury residence is perfect as an expansive family retreat, a multi-generational compound, or a high-income investment. AN EXTRAORDINARY & FLEXIBLE RESIDENCE Cleverly split into two self-contained living wings, the layout offers unmatched versatility for a growing family, hosting extended guests, or running a turn-key Airbnb. * 3,516 Sq. Ft. of Luxury: 4 bedrooms, 3 full baths, soaring vaulted ceilings, and sunken living rooms filled with natural light. * Expansive Attic Loft: Ideal for a private home office, creative studio, or cozy guest retreat. * Spa-Like Relaxation: Features an indoor Jacuzzi and open-concept dining spaces designed for family gatherings. OUTDOOR RESORT & ENTERTAINING PARADISE Step outside to a magical waterfront setting with a custom pergola, patio, firepit, and sweeping lawns on Mono Pond. * Private Island Exploration: Kayak or canoe directly from your yard to Mono Pond's 13-acre island for picnics. * Event Potential: Beautiful grounds previously used for intimate weddings and family milestones. CONVENIENCES 3-car garage, shed, built-in cooling, and extensive parking. A rare waterfront offering where luxury living meets endless opportunity!

Listed by David S. Holcroft of RE/MAX Precision 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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30 Crabtree Lane Woodstock CT 06281

MLS Number 24086817

  • Commercial
  • MLS Status Active
  • Year Built 1999
  • Bathroom 1
  • Square Feet 10,000

Located in the Woodstock Industrial Park, this versatile 10,000 sq ft metal building offers endless possibilities for industrial, manufacturing, or storage use. The property features two overhead doors-one 14'x16' and one 12'x12'-providing easy access for large equipment or vehicles. Inside, the 18-foot ceiling height (to fans and lights) offers excellent vertical clearance, with 42-inch exterior doors. The building includes five restrooms, a mezzanine for added storage or office space, and is equipped with a brand-new, never-used oil furnace as well as an outdoor woodstove. With powerful 3-phase 220V, 400-amp service to both units, this property is ready to support high-demand operations. Situated in an industrial zone with room to expand, this is a prime opportunity for businesses looking to grow in a well-established location. Conveniently located just 29 miles to Worcester, 35 miles to Providence, and 47 miles to Hartford, with room to expand on-site, this is a smart opportunity in a well-established industrial zone. New roof!

Listed by Androula Kazantzis of Kazantzis Real Estate,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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2 Mission Street Sprague CT 06330

Sprague, CT2 Mission Street

Price$985,000

Est. Mortgage: $/month

MLS Number 24185224

  • Single Family
  • Square Feet 3,972
  • Bedrooms 4
  • Bathroom 3
  • Year Built 1929

A Masterpiece of Historic Reinvention Prepare to be captivated by this rare opportunity to own a piece of history, thoughtfully reimagined for modern luxury living. Nestled in the heart of Hanover Village, this former church has been meticulously transformed into a one-of-a-kind residential retreat that seamlessly blends architectural character with high-end comfort. The Main Residence: Architectural Grandeur: The striking exterior combines original stone and stucco with durable Hardie Plank siding. Inside, the soaring former sanctuary space has been preserved as a breathtaking, open-concept kitchen, dining, and living area-perfect for grand-scale entertaining or quiet, dramatic evenings. Indoor-Outdoor Flow: The main living space opens directly to a sprawling 800-square-foot deck, ideal for alfresco dining. Tucked privately away, the serene primary suite features its own screened porch for peaceful mornings. The West Wing: A thoughtfully designed wing houses a butler's pantry, additional bedrooms, and pristine bathrooms. Multi-zone HVAC systems allow custom climate control in every bedroom and bathroom, paired with luxurious radiant floor heating throughout the main living spaces and primary suite. Equipped with a whole-home propane backup generator. A newly constructed, massive 4-car carriage-style garage features a vast, unfinished loft space above-offering more flexibility and storage .Architectural charm, unlike anything else on the market.

Listed by Thomas Simjian of Keller Williams Coastal

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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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9 Whitehall Court Middlebury CT 06762

Middlebury, CT9 Whitehall Court

Price$979,900

Est. Mortgage: $/month

MLS Number 24204911

  • Single Family
  • Square Feet 4,261
  • Bedrooms 4
  • Bathroom 5
  • Year Built 2001

Welcome to this extraordinary 4,261-square-foot home, truly one of a kind within the complex. This 4 bedroom, 3 full baths & 2 half baths is thoughtfully designed for both elegant entertaining and comfortable everyday living. This exceptional residence offers a first-floor primary suite and an impressive open-concept layout. The luxurious primary suite is a private retreat, featuring a newly remodeled spa-inspired bathroom with beautiful fixtures & elegant, white marble throughout and a relaxing soaking tub. Dual walk-in closets with custom-built organizers provide exceptional storage and organization. For effortless entertaining, the home features a generously sized kitchen, opened to a spectacular, 2 story great room. A substantial center island creates the perfect gathering space, while an abundance of rich cherry cabinetry provides both warmth and exceptional storage. The seamless connection between the kitchen and great room makes entertaining and everyday life feel effortless. The impressive great room creates a dramatic focal point, filling the home with an abundance of natural light and offering a wonderful sense of openness yet providing warmth with the grand, stone, gas fireplace. A dedicated dining room with French doors, creating an inviting connection to the surrounding living spaces both for family and friends.

Listed by Tracy Wilson of Lamacchia Realty

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$
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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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99 Citizens Drive Glastonbury CT 06033

MLS Number 170502254

  • Commercial
  • MLS Status Active
  • Year Built 1984
  • Square Feet 12,000
  • Acreage 1.5

3500 s/f can also be lease at $14. per s/f. The building is located close to Town and all highways. The building is perfect for a owner user with some existing Tenants.

Listed by Donald E. Goodwin of Murray Commercial 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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55 West Mystic Avenue Groton CT 06355

MLS Number 24206539

  • Commercial
  • MLS Status Active
  • Year Built 1967
  • Bathroom 1
  • Square Feet 1,531

Turnkey Investment: West Mystic, CT Post Office. Secure turnkey passive cash flow with this fully operational single-tenant USPS asset on West Mystic Ave. Backed by government credit, the site just executed a new lease renewal for reliable, recession-proof income. Centrally located in coastal Mystic, it sits moments from bustling downtown, Route 1, and I-95. A completely hands-off opportunity ideal for 1031 buyers seeking prime location, zero vacancy risk, and effortless operations.

Listed by Jonathan Shockley and Kevin Rogers of Serhant Connecticut,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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354 Pomfret Street Pomfret CT 06259

Pomfret, CT354 Pomfret Street

Price$975,000

Est. Mortgage: $/month

MLS Number 24206911

  • Single Family
  • Square Feet 4,601
  • Bedrooms 6
  • Bathroom 5
  • Year Built 1880

Fairytale living isn't just imagined-it actually exists. At the end of a private drive, surrounded by six rolling acres, sits an extraordinary Pomfret Estate. Professionally designed & impeccably maintained, old-world charm blends beautifully with modern luxury, with something unexpected around every corner.A grand entry introduces architectural delights throughout, from hardwood floors and detailed crown molding to six stunning fireplaces adding warmth and character. The main level unfolds through a formal dining room, gracious living room, sunroom, half bath, and beautifully renovated chef's kitchen with custom quartz, butler's pantry, sun-filled eat-in area, and heated floors. A second entrance with mudroom adds everyday function. The second level offers three additional bedrooms, including two luxurious primary suites, plus an additional full bath. The third floor reveals 3 more bedrooms, a full bath -an unexpected retreat all its own. Even the two-car garage surprises with a finished great room above, wrapped in windows and natural light. An updated roof, generator-ready setup, walkout basement, expansive porches, rolling lawns, and mature trees complete the setting. With 6 bedrooms, 4.5 baths, and three finished levels, this is proof that fairytale living truly exists.

Listed by Skyla Gagnon of RE/MAX Bell Park 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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8-B Godfrey Street Groton CT 06355
Active With Contract

MLS Number 24199264

  • Single Family
  • Square Feet 2,626
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1905

A beautiful circa-1905 Dutch Colonial Revival offering historic character, modern comfort, and exceptional privacy within walking distance of downtown Mystic. This four-bedroom, three-bath home feels wonderfully removed from the bustle - yet downtown Mystic, Mystic Pizza and the Amtrak station are all within an easy walk. Inside, warm hardwood floors and period details lead through a series of inviting living and dining spaces to a dramatic vaulted great room with skylights and French doors to a private, tree-lined deck. The recently updated kitchen features white shaker cabinetry, granite counters and newer appliances. Upstairs, bright bedrooms offer generous proportions and classic charm. The finished lower level adds substantial flexible living space with a full bath (possible in-law apartment and/or income producing space), while a true walk-up attic provides exceptional storage. Town water and sewer, a 0.37-acre setting and mature arborvitae add everyday ease and privacy. A distinctive home for buyers who want to live close to the heart of Mystic without giving up room, character or a sense of retreat.

Listed by Geoff Gordon of Compass Connecticut,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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45 Hoadly Road Hebron CT 06231

Hebron, CT45 Hoadly Road

Price$975,000

Est. Mortgage: $/month

MLS Number 24163281

  • Land
  • Acreage 61
  • MLS Status Active
  • Waterfront
  • Zoning R2

Wind Dance. A rare 61 acre equestrian and development parcel offering turnkey horse facilities and significant site potential. Property features a custom 100' x 200' indoor arena, detached barn with 13 box stalls Hau stalls imported from Germany, heated tack, bathroom with shower and laundry, heated office, and extensive 3 rail wood fenced pastures for generous grass turnout. Thoughtfully laid out with multiple potential house sites across the tract, the land presents options to build your dream home(s), subdivide (subject to local approvals), or establish an agricultural operation. Quiet, private setting with easy access to local roads and surrounding countryside - ideal for an equestrian enterprise, hobby farm, or long-term investment.

Listed by Lori A. Vogel of William Raveis Real Estate

$
$
%
$/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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