Lebanon CT Real Estate

65 Trumbull Highway Lebanon CT 06249

MLS Number 24135276

  • Land
  • Acreage 168.4
  • MLS Status Active
  • Subdivision Pleasant Valley Farm
  • Waterfront

One of the most beautiful farms in Connecticut. Ten Mile river runs thru the property plus small brook and 3+/- acre pond large area of cultivated land leased to area farmer, some stonewalls, grass pasture etc. Ideal for Equestrian Estate, working farm, subdivision or High End Adult Housing Development (this would require certain zoning text changes or additions to permit this type of development. The farm is teeming with all sorts of wildlife ideal for very exclusive game club.

Listed by Derek Greene of Derek Greene

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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129 West Town Street Lebanon CT 06249

Lebanon, CT129 West Town Street

Price$875,000

Est. Mortgage: $/month

MLS Number 24198285

  • Single Family
  • Square Feet 4,675
  • Bedrooms 5
  • Bathroom 4
  • Year Built 1998

Architectural distinction meets a historic New England setting! Situated on 2.12 picturesque acres adjacent to the historic Lebanon Green, this custom 4,675 sq. ft., 5-BR/4-BA Colonial delivers high-end finishes, an ideal floor plan, and exceptional master craftsmanship throughout. The main level welcomes you with a dynamic two-story foyer flanked by formal living and dining spaces, a private study, a versatile flex room, and a sprawling center-island kitchen tailored for effortless gatherings, complimented by a walk-in pantry. Enjoy highly sought-after main-floor living featuring both a luxury primary suite and a dedicated main-floor guest bedroom complete with direct access to a convenient Jack-and-Jill bath; while the upper-level hosts two bedrooms, with a private bath; along with a fifth bedroom offering direct bath access ~ each featuring an oversized walk-in closet. Outside, a classic wrap-around porch delivers unmatched curb appeal, complemented by an expansive rear deck overlooking serene, scenic grounds. Complete with a 3-car garage, a ~2,935 sq. ft. walk-out basement, and a ~1,740 sq. ft. walk-up attic with endless possibilities, this property represents an extraordinary opportunity in one of Connecticut's most historic communities

Listed by Carolyn Kress of Berkshire Hathaway NE Prop.

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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180 Clubhouse Road Lebanon CT 06249

Lebanon, CT180 Clubhouse Road

Price$749,000

Est. Mortgage: $/month

MLS Number 24204522

  • Single Family
  • Square Feet 3,205
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2000

Welcome to your own private hilltop retreat with resort style living! Set atop a long private driveway and surrounded by 2.24 acres of secluded grounds, this home offers an exceptional blend of privacy, elegance, and versatility. This three bed, three and a half baths home provides an inpressive array of amenities designed for both comfortable everyday living and memorable entertaining. From the moment you arrive, the property's elevated private setting makes an impression. Underground electrical service helps preserve the natural beauty of the grounds, while the expansive residence features dramatic arched windows at the front of the home and above the garage, bringing character, natural light, and architectural distinction to the property. The heart of the home is designed with entertaining in mind. The kitchen features a convenient breakfast bar/counter with seating, complemented by a spacious dining area with a full table and chairs positioned directly in front of sliding glass doors overlooking the pool area. A separate formal dining area provides an elegant setting for special occasions and holiday gatherings. The generously sized living room creates a warm and inviting focal point with a gas fireplace and mantle, offering the perfect atmosphere for relaxing or entertaining throughout the year. The primary suite provides a private retreat, featuring a large walk-in closet and luxurious en-suite bathroom with an oversized corner Jacuzzi tub.

Listed by Christopher J. Ferreira of Berkshire Hathaway NE Prop.

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%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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275 Randall Road Lebanon CT 06249

Lebanon, CT275 Randall Road

Price$729,000

Est. Mortgage: $/month

MLS Number 24203415

  • Single Family
  • Square Feet 2,166
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1984

A truly distinctive property where timeless modern architecture meets an exceptional private setting. Built in 1984 and meticulously maintained, this architecturally designed home showcases passive solar principles, a distinctive shed roof, and classic vertical cedar siding. The open kitchen, dining and living areas are anchored by a beautiful two-story dry-stacked stone fireplace. Set on 16 private acres with a long paved driveway it offers approximately one acre of open lawns surrounded by mature forests. The 2,166-square-foot residence feels larger because of soaring ceilings and large windows. It features four bedrooms and 3.5 baths, including two primary suites with en-suite bathrooms. One primary suite has its own private entrance, offering excellent flexibility as an in-law suite, guest quarters, or potential auxiliary dwelling space. A spacious two-car attached garage includes a large workshop area, while an impressive 1,000-square-foot deck overlooks the expansive rear lawn and provides an ideal setting for outdoor entertaining or peaceful enjoyment of the property. A large unfinished basement with high ceilings offers abundant storage and exciting potential for future finished living space. Great thought has been invested in every detail of this custom home with special care given to energy efficiency. Beautifully integrated with its natural surroundings, this is a rare opportunity to own a thoughtfully designed home in an incredible, private setting in Leban

Listed by James Kelly of William Raveis Real Estate

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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229 Deepwood Drive Lebanon CT 06249

Lebanon, CT229 Deepwood Drive

Price$675,000

Est. Mortgage: $/month

MLS Number 24192072

  • Single Family
  • Square Feet 3,072
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1989

New Reduced Price! Arguably, this home may hold title of "Best Views of Amston Lake"! Light and bright Contemporary Ranch with panoramic views set on elevate 1.8 Acre tree ringed site offering a neighborly but private setting with a short walk to an association beach and lake access area! Plus, an almost impossible feature to find on any lake area property - a detached 3 car garage with oversized door height bay PLUS an attached 2 Car+ Carport! The detached garage is ideal for auto, boat, or woodworking hobbyist! Open kitchen-dining area-living room floor plan with vaulted 9' ceilings, hardwood flooring, and well-crafted field stone masonry fireplace. Balance of the first floor features 3 Bedrooms and 1.5 Baths including a primary BR suite with an open sitting area very suitable as a home office with full views of the lake, and private half bath! The Two additional bedrooms share the hallway full bath! This home offers a covered front porch with lake views plus a 570 SF open sun deck with more lake views The lower level offers a spacious rec room, sunroom which formerly housed a hot tub, partially complete kitchen area, full bath, laundry room, storage room, and general utility area! This home is served by oil fired hot water baseboard heat, public sewer, and private on-site well PLUS a leased Solar Panel System that is truly a money saver! A unique lake area home with hard to match list of special home features!!

Listed by James Celio of Century 21 AllPoints Realty

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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264 Trumbull Highway Lebanon CT 06249

Lebanon, CT264 Trumbull Highway

Price$589,900

Est. Mortgage: $/month

MLS Number 24199692

  • Single Family
  • Square Feet 2,656
  • Bedrooms 5
  • Bathroom 3
  • Year Built 2001

Welcome to 264 Trumbull Highway in Lebanon, where space, privacy, and comfort come together on 3.27 acres to create your own private oasis. Offering approximately 2,656 square feet of living space, this spacious home features 5 bedrooms, with one currently being used as a home office, and 2.5 bathrooms. The primary bedroom is exceptionally spacious, offering endless possibilities to create the perfect private retreat, sitting area, or additional workspace. The home has been newly painted and features newer windows, updated kitchen appliances, and a new well water tank installed in 2025. Step outside and enjoy a brand-new swimming pool installed this summer, surrounded by the privacy and tranquility of over three acres. The freshly painted deck provides the perfect setting for outdoor dining, entertaining, or relaxing by the pool. A two-car garage provides additional parking and storage. If privacy and room to enjoy the outdoors are at the top of your list, this Lebanon property offers the space and setting to truly feel like your own private oasis, while still providing a spacious and versatile interior ready to make your own.

Listed by Jessica Lopez of Our Home Realty Advisors

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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116 Bascom Road Lebanon CT 06249

Lebanon, CT116 Bascom Road

Price$489,900

Est. Mortgage: $/month

MLS Number 24205904

  • Single Family
  • Square Feet 1,876
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1994

Welcome home to this quintessential New England country cape on 2 acres! Beautiful front porch overlooks an idyllic front yard with stone wall. Enjoy morning coffee or tea while relaxing, or an afternoon beverage after work. Inside you will find a spacious country kitchen overlooking the lush backyard. Plenty of space to cook for family and friends. Adjacent is an open dining room with so much space to host holidays. A large living room with wood burning fireplace and lots of natural light is a perfect spot to cozy up to in the winter or host friends and family. A full bath is on this floor, remodeled with a walk in shower. Upstairs you will find 3 spacious bedrooms. The primary bedroom is huge with a large closet with barn doors and plenty of room for a sitting area or desk. Access to the full bath from the primary as well. 2 more bedrooms round out this floor. The full basement has plenty of room for storage or potential to finish with a walkout. Mechanicals have been regularly serviced, and the rented water heater is a bonus at $38/quarter currently with all maintenance and replacement included. Enjoy the outside patio and the large deck. You will love the peaceful setting. Roof approx 10 yrs old, c/a unit new in 2025, new well tank, septic pumped May 2026, garage wired for electric vehicle.

Listed by Diana M. Brown of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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216 Trumbull Highway Lebanon CT 06249

Lebanon, CT216 Trumbull Highway

Price$399,900

Est. Mortgage: $/month

MLS Number 24202789

  • Single Family
  • Square Feet 2,463
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1905

Classic Craftsman style, inviting spaces and a beautiful setting come together at 216 Trumbull Highway! Cape Cod shake siding and a welcoming front porch set the tone for this charming 3-bedroom, 2-full-bath home offering over 2,400 sq ft of nicely flowing living space. Inside, hardwood floors add warmth and character, while the country kitchen offers plenty of room for a dinette. The spacious floor plan includes a dining room, living room with built-in bookshelves, and family room with sliders opening to a large back deck-perfect for enjoying the private yard bordered by mature trees that are sure to put on a spectacular show come autumn! The full basement is partially finished with excellent potential for additional living, hobby or recreation space. A 2-car attached garage adds everyday convenience. Enjoy the benefits of solar with OWNED panels-no lease! Updates within approximately the last 5-10 years include the roof, exterior paint, windows throughout, and septic system. Peaceful surroundings, yet just minutes to Lebanon Green, Willimantic, ECSU and Route 6, with convenient access to UConn, Norwich, Manchester, the casinos, and Connecticut shoreline!

Listed by Sue Esposito of Home Selling Team

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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370 Levita Road Lebanon CT 06249

Lebanon, CT370 Levita Road

Price$375,000

Est. Mortgage: $/month

MLS Number 24203212

  • Single Family
  • Square Feet 2,075
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1850

History isn't just remembered in Lebanon, it's part of the landscape. Built in 1850, this distinctive home has been standing for more than 175 years in a town whose roots reach deep into American history. Long before this home was built, Lebanon played such an important role in the fight for American independence that it became known as the "Heartbeat of the Revolution." French troops encamped here, and George Washington himself visited Lebanon in 1781.By the time this home was built in 1850, those extraordinary events were already part of Lebanon's story, and today, pieces of the home's own history remain. Inside and you'll find original wide-plank wood flooring, while exposed beams offer a glimpse into the craftsmanship and character of an earlier era. Rather than being frozen in time, however, the home has evolved through the generations. An addition off the kitchen provides an impressive living and gathering space with a soaring cathedral ceiling, creating an unexpected sense of openness in a home of this vintage. The kitchen features granite countertops, bringing modern convenience into a setting filled with historic character. 1 acre of land, provides the space and rural setting that feel right at home in Lebanon. This isn't a reproduction of an antique New England home. It's the real thing. Wide-plank floors, exposed beams and more than 175 years of history are part of its story-set within a community that has been helping write America's story for centuries.

Listed by Amanda S. Zorovich of New Roots Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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61 Wildwood Drive Lebanon CT 06249

Lebanon, CT61 Wildwood Drive

Price$305,000

Est. Mortgage: $/month

MLS Number 24185435

  • Single Family
  • Square Feet 864
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1988

Move right into this updated 3-bedroom, 1-bath ranch nestled in the desirable Amston Lake community. Recent updates include central air, heating system, and a newer roof. Enjoy all that lake living has to offer, from swimming and kayaking to lakeside picnics and relaxing afternoons by the water. Whether you're looking for a year-round residence or a peaceful retreat, this charming home provides the perfect blend of recreation, relaxation, and convenience.

Listed by Kelly Lucas of RE/MAX Legends

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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59 Trumbull Highway Lebanon CT 06249

Lebanon, CT59 Trumbull Highway

Price$98,500

Est. Mortgage: $/month

MLS Number 24192903

  • Land
  • Acreage 2.11
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning RA

Fairly level lot, mostly open with some large trees near road. Previous home site with drilled well, possibly useable. Former home site was demolished in in the 1980's.

Listed by Derek Greene of Derek Greene

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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