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Set on 3.39 picturesque acres, this beautifully renovated property offers the perfect blend of luxury, function, and country charm-ideal for a mini farm, homestead, or private retreat. The heated and insulated 36x48 Morton barn features front and rear sliding barn doors, 2 horse stalls with potential for 6, 5 doggy doors, water, electric, skylights, and year-round water access-perfect for horses, kennels, or hobby farming. The property also includes a chicken coop, goat building, fenced garden with 12 raised beds, pond, two running streams, and a fire pit area. Inside, the home has been extensively updated with a stunning mahogany entry, Brazilian Walnut (IPE) flooring, vaulted ceilings, fireplace, and a beautifully designed chef's kitchen with soapstone counters, custom cabinetry, and Bosch stainless appliances including an induction stove. The first-floor primary suite offers vaulted ceilings, two walk-in closets, and a renovated bath with porcelain tile and granite vanity. A sunroom with marble floors and skylights opens to the back deck, while a spacious bonus room with private entrance offers ideal in-law, office, or gym potential. Additional features include dual heat with Central Wood Boiler and oil backup, Kubota whole-house generator, underground utilities, central vac, artesian well, cedar siding, and gated driveway. A truly exceptional property with endless possibilities.

4 Beds ⋅ 3 Baths ⋅ 24175652 MLS

Set on 3.39 picturesque acres, this beautifully renovated property offers the perfect blend of luxury, function, and country charm-ideal for a mini farm, homestead, or private retreat. The heated and insulated 36x48 Morton barn features front and rear sliding barn doors, 2 horse stalls with potential for 6, 5 doggy doors, water, electric, skylights, and year-round water access-perfect for horses, kennels, or hobby farming. The property also includes a chicken coop, goat building, fenced garden with 12 raised beds, pond, two running streams, and a fire pit area. Inside, the home has been extensively updated with a stunning mahogany entry, Brazilian Walnut (IPE) flooring, vaulted ceilings, fireplace, and a beautifully designed chef's kitchen with soapstone counters, custom cabinetry, and Bosch stainless appliances including an induction stove. The first-floor primary suite offers vaulted ceilings, two walk-in closets, and a renovated bath with porcelain tile and granite vanity. A sunroom with marble floors and skylights opens to the back deck, while a spacious bonus room with private entrance offers ideal in-law, office, or gym potential. Additional features include dual heat with Central Wood Boiler and oil backup, Kubota whole-house generator, underground utilities, central vac, artesian well, cedar siding, and gated driveway. A truly exceptional property with endless possibilities.

287 S Bear Hill Rd, Chaplin

$640,000

193 Phoenixville Rd., Chaplin, CT Set on five picturesque acres, this classic New England antique Colonial seamlessly blends historic charm with thoughtful 21st-century updates. Flooded with natural sunlight throughout, the home offers a warm and inviting atmosphere while preserving the character that makes antique properties so special. The main level features a beautifully updated kitchen, designated dining room ideal for gatherings, along with a stunning great room showcasing a vaulted ceiling, wide board floors, and a striking granite fireplace. French doors open to a magnificent stone patio surrounded by stone walls-an exceptional setting for entertaining or quiet enjoyment of the grounds. A first-floor bedroom currently used as a study or home office adds flexibility to the layout. The home offers five bedrooms and three bathrooms in total. Both the kitchen and bathrooms have been fully updated with modern finishes while maintaining the home's historic integrity. Energy-efficient, historically correct windows enhance comfort without compromising authenticity. The home is complimented by a convenient mudroom entry, built-in benches, main level laundry and walk-in pantry in the kitchen. Recent improvements include new heating system, brand new clapboard siding and a brand new septic system, providing peace of mind for years to come. Numerous outbuildings add versatility and complement the expansive acreage, perfect for hobbies, storage, or agricultural use.

5 Beds ⋅ 3 Baths ⋅ 24152909 MLS

193 Phoenixville Rd., Chaplin, CT Set on five picturesque acres, this classic New England antique Colonial seamlessly blends historic charm with thoughtful 21st-century updates. Flooded with natural sunlight throughout, the home offers a warm and inviting atmosphere while preserving the character that makes antique properties so special. The main level features a beautifully updated kitchen, designated dining room ideal for gatherings, along with a stunning great room showcasing a vaulted ceiling, wide board floors, and a striking granite fireplace. French doors open to a magnificent stone patio surrounded by stone walls-an exceptional setting for entertaining or quiet enjoyment of the grounds. A first-floor bedroom currently used as a study or home office adds flexibility to the layout. The home offers five bedrooms and three bathrooms in total. Both the kitchen and bathrooms have been fully updated with modern finishes while maintaining the home's historic integrity. Energy-efficient, historically correct windows enhance comfort without compromising authenticity. The home is complimented by a convenient mudroom entry, built-in benches, main level laundry and walk-in pantry in the kitchen. Recent improvements include new heating system, brand new clapboard siding and a brand new septic system, providing peace of mind for years to come. Numerous outbuildings add versatility and complement the expansive acreage, perfect for hobbies, storage, or agricultural use.

193 Phoenixville Rd, Chaplin

$580,000

Step into history with this beautifully updated antique Colonial, originally built in 1785, offering timeless charm with modern updates throughout. A standout feature is the fully equipped in-law suite, complete with its own kitchen, living room, bedroom, full bathroom, and washer/dryer- perfect for multigenerational living, guests, or potential rental income. The property also features a new detached 2 car garage, an insulated barn with electricity, and an additional large barn with newer roof ready for your finishing touches. Enjoy the peaceful setting surrounded by non-buildable land and scenic river views from your back porch.

5 Beds ⋅ 4 Baths ⋅ 24161631 MLS

Step into history with this beautifully updated antique Colonial, originally built in 1785, offering timeless charm with modern updates throughout. A standout feature is the fully equipped in-law suite, complete with its own kitchen, living room, bedroom, full bathroom, and washer/dryer- perfect for multigenerational living, guests, or potential rental income. The property also features a new detached 2 car garage, an insulated barn with electricity, and an additional large barn with newer roof ready for your finishing touches. Enjoy the peaceful setting surrounded by non-buildable land and scenic river views from your back porch.

18 Bates Rd, Chaplin

$560,000

Opportunity knocking again! Prior buyer's financing fell through. Welcome to your New England Equestrian Trial Riders Dream property! Featuring a lovingly preserved and updated antique Cape Cod home, a 40x50' newer five-stall barn with heated tack room and workshop located on a country road with almost 6 private acres of picturesque fenced pasture land adjacent to over 200 acres of preserved land and trails. Mansfield Hollow State Park is just two miles away, and Natchaug and Goodwin State Forests, as well as the Airline Trail, are all within five miles. The country landscape is enhanced with fieldstone walls, beautiful perennials, and flowering trees. The 2008-built barn has a walk-up 700-800-bale hay loft with drop-down, tack room, and workshop with a propane heater, electricity, and water. You will appreciate the expansive parking areas for your trailers and vehicles. In addition to the barn, there is a smaller barn and an oversized one-car garage. Overflowing with welcoming charm is the Circa 1798 Cape Cod home including original chestnut flooring and two stunning fieldstone fireplaces; one with a beehive oven. The main level includes a farmhouse-style eat-in kitchen with birch cabinets open to the inviting fieldstone fireplace living room. The main level also includes 2 full bathrooms, 2 bedrooms including the primary bedroom with a walk-in closet, and a large mud room. Please see attached for a detailed property description. Truly an equestrian rider's dream propert

3 Beds ⋅ 2 Baths ⋅ 24105018 MLS

Opportunity knocking again! Prior buyer's financing fell through. Welcome to your New England Equestrian Trial Riders Dream property! Featuring a lovingly preserved and updated antique Cape Cod home, a 40x50' newer five-stall barn with heated tack room and workshop located on a country road with almost 6 private acres of picturesque fenced pasture land adjacent to over 200 acres of preserved land and trails. Mansfield Hollow State Park is just two miles away, and Natchaug and Goodwin State Forests, as well as the Airline Trail, are all within five miles. The country landscape is enhanced with fieldstone walls, beautiful perennials, and flowering trees. The 2008-built barn has a walk-up 700-800-bale hay loft with drop-down, tack room, and workshop with a propane heater, electricity, and water. You will appreciate the expansive parking areas for your trailers and vehicles. In addition to the barn, there is a smaller barn and an oversized one-car garage. Overflowing with welcoming charm is the Circa 1798 Cape Cod home including original chestnut flooring and two stunning fieldstone fireplaces; one with a beehive oven. The main level includes a farmhouse-style eat-in kitchen with birch cabinets open to the inviting fieldstone fireplace living room. The main level also includes 2 full bathrooms, 2 bedrooms including the primary bedroom with a walk-in closet, and a large mud room. Please see attached for a detailed property description. Truly an equestrian rider's dream propert

69 N Bedlam Rd, Chaplin

$484,000

Tucked away at the end of a long, private driveway, this sprawling 2-bedroom ranch offers the ultimate in privacy and tranquility. Set on a picturesque 4-acre lot surrounded by nature, this home is perfect for those seeking a peaceful retreat with room to roam. Inside, you'll find a spacious and flexible floor plan with generous living areas, large windows that bring the outdoors in, and the ease of single-level living. The heart of the home is a warm and inviting eat-in kitchen that flows seamlessly into the living room & dining areas-ideal for entertaining or quiet evenings at home. Both bedrooms are comfortably sized, and there's potential for a home office, hobby space, or guest area. A huge great room is just down the hall featuring a cozy fireplace and a stunning wall of windows that flood the space with natural sunlight. A special spot whether you're enjoying a quiet afternoon or hosting friends for movie night, this bright and welcoming room offers the perfect setting to relax, unwind, and make lasting memories. The lower level is partially finished, and new carpeting is being installed prior to closing. Outside, the property offers endless possibilities-gardening, outdoor recreation, or simply enjoying the sounds of nature. Don't miss this opportunity to own a truly special property with space, privacy, and potential.

2 Beds ⋅ 2 Baths ⋅ 24101690 MLS

Tucked away at the end of a long, private driveway, this sprawling 2-bedroom ranch offers the ultimate in privacy and tranquility. Set on a picturesque 4-acre lot surrounded by nature, this home is perfect for those seeking a peaceful retreat with room to roam. Inside, you'll find a spacious and flexible floor plan with generous living areas, large windows that bring the outdoors in, and the ease of single-level living. The heart of the home is a warm and inviting eat-in kitchen that flows seamlessly into the living room & dining areas-ideal for entertaining or quiet evenings at home. Both bedrooms are comfortably sized, and there's potential for a home office, hobby space, or guest area. A huge great room is just down the hall featuring a cozy fireplace and a stunning wall of windows that flood the space with natural sunlight. A special spot whether you're enjoying a quiet afternoon or hosting friends for movie night, this bright and welcoming room offers the perfect setting to relax, unwind, and make lasting memories. The lower level is partially finished, and new carpeting is being installed prior to closing. Outside, the property offers endless possibilities-gardening, outdoor recreation, or simply enjoying the sounds of nature. Don't miss this opportunity to own a truly special property with space, privacy, and potential.

192 Palmer Rd, Chaplin

$470,000

Step back in time while enjoying modern comforts in this charming 1800s Colonial offering 10 spacious rooms filled with character and natural light. The eat-in kitchen features an original butler's pantry, while the formal dining room and inviting living room each showcase stunning stone fireplaces-both complete with rare beehive ovens. French doors lead from the living room to a beautiful three-season porch, perfect for relaxing or entertaining. Generously sized rooms and abundant windows create a bright, airy feel throughout, complemented by hardwood floors in every room. Updated bathrooms blend seamlessly with the home's historic charm.A standout feature of this property is the separate guest house, offering incredible flexibility. It includes 2 bedrooms, a full bath with washer and dryer, a kitchen, and a living room that opens to its own three-season porch-ideal for rental income, in-law living, or private guest accommodations.Additional highlights include a 2-car garage with extra space above, double oil tanks, generator hookup, and separate electrical services and septic systems for each dwelling.Situated on nearly a level acre, this property offers both space and convenience-just 2 miles from Windham Center, 3 miles from Mansfield Hollow, 7 miles to UConn, and 4.4 miles to Eastern Connecticut State University.A rare opportunity to own a piece of history with income potential in a prime location.

4 Beds ⋅ 4 Baths ⋅ 24171082 MLS

Step back in time while enjoying modern comforts in this charming 1800s Colonial offering 10 spacious rooms filled with character and natural light. The eat-in kitchen features an original butler's pantry, while the formal dining room and inviting living room each showcase stunning stone fireplaces-both complete with rare beehive ovens. French doors lead from the living room to a beautiful three-season porch, perfect for relaxing or entertaining. Generously sized rooms and abundant windows create a bright, airy feel throughout, complemented by hardwood floors in every room. Updated bathrooms blend seamlessly with the home's historic charm.A standout feature of this property is the separate guest house, offering incredible flexibility. It includes 2 bedrooms, a full bath with washer and dryer, a kitchen, and a living room that opens to its own three-season porch-ideal for rental income, in-law living, or private guest accommodations.Additional highlights include a 2-car garage with extra space above, double oil tanks, generator hookup, and separate electrical services and septic systems for each dwelling.Situated on nearly a level acre, this property offers both space and convenience-just 2 miles from Windham Center, 3 miles from Mansfield Hollow, 7 miles to UConn, and 4.4 miles to Eastern Connecticut State University.A rare opportunity to own a piece of history with income potential in a prime location.

7-9 Bates Rd, Chaplin

$460,000

Chaplin: Two approved lots on 25 private acres. Lot A-2: Existing Home Site Secluded 4.5 acres with a flat, 2-acre hilltop situated 350 ft from road. This classic mid-Century Modern Ranch is surrounded by woods and overlooks a neighboring pond. Over 1,800 sq ft of living space with ample closets and cabinets, this home has two bedrooms, plus additional living area in basement: a 375 sq/ft bedroom with fireplace and 3/4 bath, adjacent. This stucco home also has a 72 sq ft attached Greenhouse, enclosed porch, and 2nd fireplace in living room with gas logs. 2 sheds: 12' by 20' and 10' by 10' each reroofed 6 years ago. Newer roof, air conditioner, furnace, and hot water tank. House has its own driveway separate from the 20-acre building Lot. (Lot A-1). Lot A-1: Approved 20.4-acre Building Site 100 ft from Pond Lot includes exclusive ownership of 2-acre pond with 10-ft spectacular waterfall. Includes a 288 sq/ft Cottage with 40 AMP electric service/Wi-Fi, insulated floors/walls/ceiling. Set 70 ft from pond edge overlooking waterfall, this will make a great studio or, with upgrades, an office with all the amenities. Approved house site has an existing paved driveway to proposed home. Included in this purchase is potential for an additional lot with frontage on Chappell Street requiring subdivision approval. There are over three-quarters of a mile of walking trails. Property is neighbored by State Land and across the road from the Rails to Trails.

3 Beds ⋅ 2 Baths ⋅ 24133674 MLS

Chaplin: Two approved lots on 25 private acres. Lot A-2: Existing Home Site Secluded 4.5 acres with a flat, 2-acre hilltop situated 350 ft from road. This classic mid-Century Modern Ranch is surrounded by woods and overlooks a neighboring pond. Over 1,800 sq ft of living space with ample closets and cabinets, this home has two bedrooms, plus additional living area in basement: a 375 sq/ft bedroom with fireplace and 3/4 bath, adjacent. This stucco home also has a 72 sq ft attached Greenhouse, enclosed porch, and 2nd fireplace in living room with gas logs. 2 sheds: 12' by 20' and 10' by 10' each reroofed 6 years ago. Newer roof, air conditioner, furnace, and hot water tank. House has its own driveway separate from the 20-acre building Lot. (Lot A-1). Lot A-1: Approved 20.4-acre Building Site 100 ft from Pond Lot includes exclusive ownership of 2-acre pond with 10-ft spectacular waterfall. Includes a 288 sq/ft Cottage with 40 AMP electric service/Wi-Fi, insulated floors/walls/ceiling. Set 70 ft from pond edge overlooking waterfall, this will make a great studio or, with upgrades, an office with all the amenities. Approved house site has an existing paved driveway to proposed home. Included in this purchase is potential for an additional lot with frontage on Chappell Street requiring subdivision approval. There are over three-quarters of a mile of walking trails. Property is neighbored by State Land and across the road from the Rails to Trails.

80 Lynch Rd, Chaplin

$420,000

Welcome to 34 Cross Road, a beautifully maintained home offering the perfect blend of comfort, privacy, and timeless New England appeal. Set on over 2 acres in a serene, wooded setting, this 3-bedroom, 2.5-bath residence offers an inviting layout designed for both everyday living and entertaining. The main level welcomes you with a charming front porch entry and features a spacious living room, eat-in kitchen, formal dining room, and convenient half bath. Just off the main living spaces, the screened-in porch creates a peaceful retreat for morning coffee, summer evenings, or entertaining guests while enjoying the privacy of the surrounding landscape. Upstairs, the private primary suite offers its own full bath & walk in closet, complemented by two additional bedrooms and a second full bath providing flexibility for family, guests or a home office. An attached two-car garage adds everyday convenience and valuable storage. Outside, the expansive 2+ acre parcel provides plenty of space to enjoy nature and the tranquility of a private, wooded setting. Thoughtfully maintained and ideally suited for those seeking space, privacy, and classic Connecticut charm, 34 Cross Road is a special opportunity to make Chaplin home. (Home will be professionally cleaned this weekend. Carpets are dusty - not stained)

3 Beds ⋅ 3 Baths ⋅ 24198054 MLS

Welcome to 34 Cross Road, a beautifully maintained home offering the perfect blend of comfort, privacy, and timeless New England appeal. Set on over 2 acres in a serene, wooded setting, this 3-bedroom, 2.5-bath residence offers an inviting layout designed for both everyday living and entertaining. The main level welcomes you with a charming front porch entry and features a spacious living room, eat-in kitchen, formal dining room, and convenient half bath. Just off the main living spaces, the screened-in porch creates a peaceful retreat for morning coffee, summer evenings, or entertaining guests while enjoying the privacy of the surrounding landscape. Upstairs, the private primary suite offers its own full bath & walk in closet, complemented by two additional bedrooms and a second full bath providing flexibility for family, guests or a home office. An attached two-car garage adds everyday convenience and valuable storage. Outside, the expansive 2+ acre parcel provides plenty of space to enjoy nature and the tranquility of a private, wooded setting. Thoughtfully maintained and ideally suited for those seeking space, privacy, and classic Connecticut charm, 34 Cross Road is a special opportunity to make Chaplin home. (Home will be professionally cleaned this weekend. Carpets are dusty - not stained)

34 Cross Rd, Chaplin

$420,000

Country Roads, Take Me Home! Tucked away in a peaceful setting just a short walk to downtown Chaplin Village, this unique and charming antique home blends historic character with surprisingly spacious, light-filled living. Oversized rooms, hardwood floors, and abundant built-ins showcase the home's timeless appeal, while the flexible layout offers endless possibilities. The inviting country-style eat-in kitchen is the heart of the home, complemented by a large den/sitting room or possible dining room, perfect for gatherings, along with a warm and welcoming living room filled with antique charm. A first-floor primary bedroom adds convenience, while the expansive rear addition offers incredible versatility - ideal for a luxurious primary suite, in-law setup, or an impressive great room. Outside, enjoy 2.9 acres of peaceful Chaplin charm featuring beautiful stone walls, a relaxing back patio, and a workshop with 50-amp service. Full of warmth, history, and opportunity, this special property is ready to welcome you home.

3 Beds ⋅ 2 Baths ⋅ 24178105 MLS

Country Roads, Take Me Home! Tucked away in a peaceful setting just a short walk to downtown Chaplin Village, this unique and charming antique home blends historic character with surprisingly spacious, light-filled living. Oversized rooms, hardwood floors, and abundant built-ins showcase the home's timeless appeal, while the flexible layout offers endless possibilities. The inviting country-style eat-in kitchen is the heart of the home, complemented by a large den/sitting room or possible dining room, perfect for gatherings, along with a warm and welcoming living room filled with antique charm. A first-floor primary bedroom adds convenience, while the expansive rear addition offers incredible versatility - ideal for a luxurious primary suite, in-law setup, or an impressive great room. Outside, enjoy 2.9 acres of peaceful Chaplin charm featuring beautiful stone walls, a relaxing back patio, and a workshop with 50-amp service. Full of warmth, history, and opportunity, this special property is ready to welcome you home.

58 Tower Hill Rd, Chaplin

$400,000

Calling all nature enthusiasts and outdoorsmen! A true "Quiet Corner" awaits on this peaceful 6.2 acre paradise. Surrounded by nature at the end of a country road. This property is adjacent to over 200 acres of preserved land. Natchaug State Forest ,"Two Sisters Preserve", "Airline Trails" all provide miles of beautiful hiking trails amongst acres of forest and streams. While very private and surrounded by nature the property is conveniently located only15 minutes from UConn, close to Rte 6 and shopping. This home is a solid built ranch. Many big ticket items have been addressed 200 amp electric, generator ready with new generator, oversized detached garage with power. New septic system. Sun-filled open layout with access to large Sunroom heated by wood stove, this room not included in the homes square footage. Kitchen with new appliances is open to a lovely living room with cozy fireplace and built-ins. Beautiful hardwood floors and freshly painted interior. Three bedrooms and a good size full bath complete this comfortable one floor living. Full walk out basement provides great potential for future additional living space. The recently reinforced and structurally sound West facing deck will be a favorite spot to relax, soak in the sites and sounds of nature during the day, watch mesmerizing evening sunsets followed by quiet star filled nights. A gardeners paradise, with unlimited potential awaits!

3 Beds ⋅ 1 Baths ⋅ 24179725 MLS

Calling all nature enthusiasts and outdoorsmen! A true "Quiet Corner" awaits on this peaceful 6.2 acre paradise. Surrounded by nature at the end of a country road. This property is adjacent to over 200 acres of preserved land. Natchaug State Forest ,"Two Sisters Preserve", "Airline Trails" all provide miles of beautiful hiking trails amongst acres of forest and streams. While very private and surrounded by nature the property is conveniently located only15 minutes from UConn, close to Rte 6 and shopping. This home is a solid built ranch. Many big ticket items have been addressed 200 amp electric, generator ready with new generator, oversized detached garage with power. New septic system. Sun-filled open layout with access to large Sunroom heated by wood stove, this room not included in the homes square footage. Kitchen with new appliances is open to a lovely living room with cozy fireplace and built-ins. Beautiful hardwood floors and freshly painted interior. Three bedrooms and a good size full bath complete this comfortable one floor living. Full walk out basement provides great potential for future additional living space. The recently reinforced and structurally sound West facing deck will be a favorite spot to relax, soak in the sites and sounds of nature during the day, watch mesmerizing evening sunsets followed by quiet star filled nights. A gardeners paradise, with unlimited potential awaits!

73 Bolduc Ln, Chaplin

$381,200

Meticulously Maintained Ranch Surrounded by Nature! Tucked away at the end of a quiet dead-end road, this beautifully cared for Ranch offers both comfort and versatility. The main level features an inviting open concept layout with a center island kitchen with all new stainless appliances, spacious dining area, and living room, all accented by gleaming hardwood floors. Off the kitchen, enjoy endless hours of relaxation in the light filled three season breezeway/sunroom. This floor also offers three bedrooms and a full bath. The fully finished lower level includes a complete apartment with its own private entrance and laundry featuring two bedrooms, a full kitchen, dining room, living room, and full bath. Ideal for use as an in-law suite or supplemental income opportunity. Additional highlights include a two vehicle carport, 2 large storage sheds and numerous recent updates: a new Buderus furnace and hot water storage tank, updated electrical and plumbing, plus a newly lined, crowned, and capped chimney. Nature enthusiasts will love being surrounded by the 13,438-acre Natchaug State Forest-perfect for hiking, hunting, and outdoor recreation right outside your door.

5 Beds ⋅ 2 Baths ⋅ 24120756 MLS

Meticulously Maintained Ranch Surrounded by Nature! Tucked away at the end of a quiet dead-end road, this beautifully cared for Ranch offers both comfort and versatility. The main level features an inviting open concept layout with a center island kitchen with all new stainless appliances, spacious dining area, and living room, all accented by gleaming hardwood floors. Off the kitchen, enjoy endless hours of relaxation in the light filled three season breezeway/sunroom. This floor also offers three bedrooms and a full bath. The fully finished lower level includes a complete apartment with its own private entrance and laundry featuring two bedrooms, a full kitchen, dining room, living room, and full bath. Ideal for use as an in-law suite or supplemental income opportunity. Additional highlights include a two vehicle carport, 2 large storage sheds and numerous recent updates: a new Buderus furnace and hot water storage tank, updated electrical and plumbing, plus a newly lined, crowned, and capped chimney. Nature enthusiasts will love being surrounded by the 13,438-acre Natchaug State Forest-perfect for hiking, hunting, and outdoor recreation right outside your door.

20 Carefree Ln, Chaplin

$375,000

If country living is what you've been searching for look no further! This charming 4 bedroom, 2 bath Cape offers the perfect blend of comfort, functionality, and relaxation. The first floor features an open concept design with a spacious center island eat-in kitchen, complete with newer maple cabinetry and stainless steel appliances. A beautiful stone fireplace anchors the inviting living room, which opens to a full length front porch an ideal spot to unwind and take in the peaceful sounds of the countryside. Also on the main level are two bedrooms and a convenient full bath. Upstairs, you'll find two additional bedrooms and a second full bath, providing plenty of space for family or guests. Step outside to a large back deck overlooking the yard, complete with a storage shed and above ground pool with surrounding decking perfect for summer fun and entertaining. This home is ready for you to enjoy the serenity of country living with all the modern comforts. All offers are subject to sellers finding suitable housing.

4 Beds ⋅ 2 Baths ⋅ 24131334 MLS

If country living is what you've been searching for look no further! This charming 4 bedroom, 2 bath Cape offers the perfect blend of comfort, functionality, and relaxation. The first floor features an open concept design with a spacious center island eat-in kitchen, complete with newer maple cabinetry and stainless steel appliances. A beautiful stone fireplace anchors the inviting living room, which opens to a full length front porch an ideal spot to unwind and take in the peaceful sounds of the countryside. Also on the main level are two bedrooms and a convenient full bath. Upstairs, you'll find two additional bedrooms and a second full bath, providing plenty of space for family or guests. Step outside to a large back deck overlooking the yard, complete with a storage shed and above ground pool with surrounding decking perfect for summer fun and entertaining. This home is ready for you to enjoy the serenity of country living with all the modern comforts. All offers are subject to sellers finding suitable housing.

283 Tower Hill Rd, Chaplin

$355,000

Take a 3D Tour or Enjoy a Video Walkthrough 24/7! Updated ranch on a cul-de-sac corner lot offers 3 BRs, 2.5 Baths, 1,748 SF of living space, and an attached 1-car Garage. The light-filled main level has an open Living Room and Dining Room with no wall between them, hardwood flooring that extends through the Hall and all three BRs, large windows, and a brick chimney wall with a wood-burning fireplace as a focal point. The refreshed Kitchen is set toward the rear and features painted cabinetry, newer counters, and stainless steel appliances. Two secondary BRs share a classic black-and-white tiled Hall Full Bath, while the Primary BR enjoys its own Full Bath en suite. Need extra space? The finished lower level includes a Rec Room with a bar, a Half Bath, and a separate Laundry area, ideal for hobbies, media, or a home office. Mechanical highlights include oil-fired 2-zone BBHW heating, a ductless mini-split central A/C, and an efficient Hybrid-Electric water heater, about 1 year old. Outside, a rear Deck overlooks the half-acre yard with mature trees and a masonry grill. New septic system and architectural roof shingles, estimated to be about 15 years old, are considered mid-life in this climate. A private well is in place. Proximity to Rte 6 provides quick commuting options in all directions, with some road noise at times reflected in the value. NEXT STEPS: Schedule your private showing ASAP before this Chaplin ranch is gone!

3 Beds ⋅ 3 Baths ⋅ 24141117 MLS

Take a 3D Tour or Enjoy a Video Walkthrough 24/7! Updated ranch on a cul-de-sac corner lot offers 3 BRs, 2.5 Baths, 1,748 SF of living space, and an attached 1-car Garage. The light-filled main level has an open Living Room and Dining Room with no wall between them, hardwood flooring that extends through the Hall and all three BRs, large windows, and a brick chimney wall with a wood-burning fireplace as a focal point. The refreshed Kitchen is set toward the rear and features painted cabinetry, newer counters, and stainless steel appliances. Two secondary BRs share a classic black-and-white tiled Hall Full Bath, while the Primary BR enjoys its own Full Bath en suite. Need extra space? The finished lower level includes a Rec Room with a bar, a Half Bath, and a separate Laundry area, ideal for hobbies, media, or a home office. Mechanical highlights include oil-fired 2-zone BBHW heating, a ductless mini-split central A/C, and an efficient Hybrid-Electric water heater, about 1 year old. Outside, a rear Deck overlooks the half-acre yard with mature trees and a masonry grill. New septic system and architectural roof shingles, estimated to be about 15 years old, are considered mid-life in this climate. A private well is in place. Proximity to Rte 6 provides quick commuting options in all directions, with some road noise at times reflected in the value. NEXT STEPS: Schedule your private showing ASAP before this Chaplin ranch is gone!

5 Chappell St, Chaplin

$352,500

Built in 2000, this well-maintained single-family home offers 3 bedrooms and 2 full bathrooms on 4 ACRES in Chaplin, CT with a peaceful BROOK view. The interior has been freshly painted and features a comfortable, move-in ready feel with updated flooring and carpet throughout. The home includes a newer heating system, central air conditioning throughout including the garage, washer and dryer on the main level, and a generator backup system for added peace of mind. The oversized 2-car garage offers high ceilings and 220V outlets, making it ideal for car enthusiasts, hobbyists, or additional workspace. A spacious deck overlooks the private surroundings, enhancing outdoor living and enjoyment of the natural setting. This property combines privacy, functionality, and modern comfort in a rare 4-acre Chaplin location. SHOWINGS START MONDAY APRIL 20TH 4PM-6PM

3 Beds ⋅ 2 Baths ⋅ 24168233 MLS

Built in 2000, this well-maintained single-family home offers 3 bedrooms and 2 full bathrooms on 4 ACRES in Chaplin, CT with a peaceful BROOK view. The interior has been freshly painted and features a comfortable, move-in ready feel with updated flooring and carpet throughout. The home includes a newer heating system, central air conditioning throughout including the garage, washer and dryer on the main level, and a generator backup system for added peace of mind. The oversized 2-car garage offers high ceilings and 220V outlets, making it ideal for car enthusiasts, hobbyists, or additional workspace. A spacious deck overlooks the private surroundings, enhancing outdoor living and enjoyment of the natural setting. This property combines privacy, functionality, and modern comfort in a rare 4-acre Chaplin location. SHOWINGS START MONDAY APRIL 20TH 4PM-6PM

164 Tower Hill Rd, Chaplin

$340,000

Set on a private 25-acre lot, this spacious Colonial-style home offers the perfect blend of flexibility, comfort, and convenience. The main level features a bright living room with a fireplace, hardwood floors, a large kitchen, 3 bedrooms, and 2 full bathrooms, including a primary suite with its own bath. The attached in-law unit provides an ideal setup for extended family or guests, offering its own kitchen, living room, dining area, 2 bedrooms, and a full bath - creating five total bedrooms and three full bathrooms throughout the home. Each unit enjoys its own deck overlooking the peaceful, wooded surroundings, as well as separate laundry areas for added convenience. Additional features include updated thermal replacement windows, low-maintenance vinyl siding, and a two-car attached garage. Located close to highways yet tucked away for privacy, this property is a rare find for those seeking space, versatility, and multi-generational living in a serene setting.

5 Beds ⋅ 4 Baths ⋅ 24132167 MLS

Set on a private 25-acre lot, this spacious Colonial-style home offers the perfect blend of flexibility, comfort, and convenience. The main level features a bright living room with a fireplace, hardwood floors, a large kitchen, 3 bedrooms, and 2 full bathrooms, including a primary suite with its own bath. The attached in-law unit provides an ideal setup for extended family or guests, offering its own kitchen, living room, dining area, 2 bedrooms, and a full bath - creating five total bedrooms and three full bathrooms throughout the home. Each unit enjoys its own deck overlooking the peaceful, wooded surroundings, as well as separate laundry areas for added convenience. Additional features include updated thermal replacement windows, low-maintenance vinyl siding, and a two-car attached garage. Located close to highways yet tucked away for privacy, this property is a rare find for those seeking space, versatility, and multi-generational living in a serene setting.

385 Hampton Rd, Chaplin

$340,000

Welcome to Paradise! This beautifully updated home is move-in ready and filled with charm. Freshly painted throughout, newer heating/AC and well and featuring newly refinished hardwood floors, it offers a warm and inviting atmosphere. Abundant natural light pours in through large windows, many of which provide peaceful views of the pond. The main floor supports two spacious bedrooms, with the potential for a third bedroom or flex space on the lower level. Soaring vaulted ceilings and a cozy wood stove add to the home's character and comfort. Outside, the property continues to impress. A detached one-car garage includes two large, climate-controlled rooms-perfect for a home business, playroom, studio, or man cave. Enjoy outdoor living with raised garden beds, a tranquil gazebo overlooking the pond, and plenty of space to relax or entertain.

3 Beds ⋅ 1 Baths ⋅ 24123782 MLS

Welcome to Paradise! This beautifully updated home is move-in ready and filled with charm. Freshly painted throughout, newer heating/AC and well and featuring newly refinished hardwood floors, it offers a warm and inviting atmosphere. Abundant natural light pours in through large windows, many of which provide peaceful views of the pond. The main floor supports two spacious bedrooms, with the potential for a third bedroom or flex space on the lower level. Soaring vaulted ceilings and a cozy wood stove add to the home's character and comfort. Outside, the property continues to impress. A detached one-car garage includes two large, climate-controlled rooms-perfect for a home business, playroom, studio, or man cave. Enjoy outdoor living with raised garden beds, a tranquil gazebo overlooking the pond, and plenty of space to relax or entertain.

144 Phoenixville Rd, Chaplin

$330,000

Approx 61 acres with 1600 feet frontage. Undeveloped land. Property is an abandoned orchard, Christmas tree farm.

24147955 MLS

Approx 61 acres with 1600 feet frontage. Undeveloped land. Property is an abandoned orchard, Christmas tree farm.

Parish Hill Rd, Chaplin

$324,000

COUNTRY LIVING AT IT'S BEST!!! Rural setting, offering peace & privacy. Come see this rustic well maintained 2 bedroom home, offering endless possibilities. 2 additional rooms in basement could be used as workshop, office, gym, craft room or guest space. Expansive open yard with the natural beauty of a peaceful stream making it ready for gardening. complete with a garage, ample yard space for RV parking and outdoor storage. Make this unique property your own, using your imagination.

2 Beds ⋅ 1 Baths ⋅ 24168977 MLS

COUNTRY LIVING AT IT'S BEST!!! Rural setting, offering peace & privacy. Come see this rustic well maintained 2 bedroom home, offering endless possibilities. 2 additional rooms in basement could be used as workshop, office, gym, craft room or guest space. Expansive open yard with the natural beauty of a peaceful stream making it ready for gardening. complete with a garage, ample yard space for RV parking and outdoor storage. Make this unique property your own, using your imagination.

4 Cross Rd, Chaplin

$320,000

One level living with many nice features. Ranch style home on a nice, ready to make yours many places for gardens. One car detached garage with area for workshop. Walk into the family room with new flooring opens into kitchen and dining area. Kitchen is large with newer cabinets offering lots of storage. Eat in dining area offers lots of space for large table. Living room has beautiful stone fireplace and nice hardwood floors. Full bath with tub-shower Laundry on main level makes very nice for one level living. Good size Primary bedroom with private deck, full bath with shower stall. Lower level could be finished for additional living space. Newer oil tank and furnace with 100 amp service. Nice country lot on a quiet country road but close to all shopping. This home has newer windows, roof and siding. Ready to move right in and start enjoying. HIGHEST AND BEST BY 9-29-25 3PM

2 Beds ⋅ 2 Baths ⋅ 24126691 MLS

One level living with many nice features. Ranch style home on a nice, ready to make yours many places for gardens. One car detached garage with area for workshop. Walk into the family room with new flooring opens into kitchen and dining area. Kitchen is large with newer cabinets offering lots of storage. Eat in dining area offers lots of space for large table. Living room has beautiful stone fireplace and nice hardwood floors. Full bath with tub-shower Laundry on main level makes very nice for one level living. Good size Primary bedroom with private deck, full bath with shower stall. Lower level could be finished for additional living space. Newer oil tank and furnace with 100 amp service. Nice country lot on a quiet country road but close to all shopping. This home has newer windows, roof and siding. Ready to move right in and start enjoying. HIGHEST AND BEST BY 9-29-25 3PM

85 England Rd, Chaplin

$310,000

Step into this immaculate Ranch, beautifully updated and thoughtfully maintained within the last 6 years. A new roof, windows, septic system, hot water heater, water softener, blown in attic insulation, and upgraded electrical-complete with a generator hookup-give you peace of mind for years to come. Enjoy effortless one level living with a third bedroom currently transformed into a spacious laundry room, easily converted back if desired. The living room welcomes you with gleaming hardwood floors and a cozy pellet stove that warms the entire home, even during outages thanks to its battery backup. A full, dry, unfinished walk out basement with its own heating zone offers endless potential. Outside, relax on the covered porch overlooking a generous .80acre yard with raised garden beds and a charming timber framed garage. This property blends comfort, character, and practicality in a way that's hard to resist and hard to find at this price

2 Beds ⋅ 1 Baths ⋅ 24153741 MLS

Step into this immaculate Ranch, beautifully updated and thoughtfully maintained within the last 6 years. A new roof, windows, septic system, hot water heater, water softener, blown in attic insulation, and upgraded electrical-complete with a generator hookup-give you peace of mind for years to come. Enjoy effortless one level living with a third bedroom currently transformed into a spacious laundry room, easily converted back if desired. The living room welcomes you with gleaming hardwood floors and a cozy pellet stove that warms the entire home, even during outages thanks to its battery backup. A full, dry, unfinished walk out basement with its own heating zone offers endless potential. Outside, relax on the covered porch overlooking a generous .80acre yard with raised garden beds and a charming timber framed garage. This property blends comfort, character, and practicality in a way that's hard to resist and hard to find at this price

81 Chappell St, Chaplin

$305,000

Beautiful farmhouse-style home on 3.7 acres, ideal for animal lovers. This property includes a detached 3-bay garage and numerous recent updates: brand new roof, new chimney, updated vinyl siding, new porch and replacement windows. The interior features a fully renovated kitchen with granite countertops and brand new appliances (w/warranty), a new bathroom, enclosed front porch, and furnace. The home offers 3 bedrooms (or 2 bedrooms plus a small office), 1 bathroom, a kitchen, and a cozy living room. The stone foundation includes a concrete floor and new basement windows. Listing agent has an ownership interest in the property. Property is being sold as-is.

3 Beds ⋅ 1 Baths ⋅ 24129864 MLS

Beautiful farmhouse-style home on 3.7 acres, ideal for animal lovers. This property includes a detached 3-bay garage and numerous recent updates: brand new roof, new chimney, updated vinyl siding, new porch and replacement windows. The interior features a fully renovated kitchen with granite countertops and brand new appliances (w/warranty), a new bathroom, enclosed front porch, and furnace. The home offers 3 bedrooms (or 2 bedrooms plus a small office), 1 bathroom, a kitchen, and a cozy living room. The stone foundation includes a concrete floor and new basement windows. Listing agent has an ownership interest in the property. Property is being sold as-is.

Chaplin

$300,000

What an opportunity with this home. Cape that sits on 3.85 acres sits up on a hill with great views. Great opportunity for expansion, 2nd floor is not finished so home could be 4 bedrooms with 2 full bath. Main level offers two bedrooms with a full bath. Living room with wood stove to help keep the heating costs down. Large kitchen with eat in area that can hold a large table, sliders to back yard, Breakfast bar area. Home needs some TLC. Full Bath on main level has some mold, Lower level also could be finished for more space. Newer Furnace, this home has so much to offer. Yard needs some TLC too but offers nice garden areas with stone walls. Talked to Eastern Highlands about adding the bedrooms there is a 1000-gallon septic tank now and they said you would have to ask for a public health review to make sure there is a reserve area. Manfield Hollow State Park and walking trails close by. HIGHEST AND BEST DUE BY 4-1-26 AT NOON

2 Beds ⋅ 1 Baths ⋅ 24161871 MLS

What an opportunity with this home. Cape that sits on 3.85 acres sits up on a hill with great views. Great opportunity for expansion, 2nd floor is not finished so home could be 4 bedrooms with 2 full bath. Main level offers two bedrooms with a full bath. Living room with wood stove to help keep the heating costs down. Large kitchen with eat in area that can hold a large table, sliders to back yard, Breakfast bar area. Home needs some TLC. Full Bath on main level has some mold, Lower level also could be finished for more space. Newer Furnace, this home has so much to offer. Yard needs some TLC too but offers nice garden areas with stone walls. Talked to Eastern Highlands about adding the bedrooms there is a 1000-gallon septic tank now and they said you would have to ask for a public health review to make sure there is a reserve area. Manfield Hollow State Park and walking trails close by. HIGHEST AND BEST DUE BY 4-1-26 AT NOON

11 Mountain Laurel Ln, Chaplin

$265,000

This three-bedroom, one-bathroom home is situated on 4.02 acres in the peaceful town of Chaplin, adjacent to a trickling brook that runs along the eastern boundary of the property. Although the property's cosmetic condition may not be optimal, it presents a significant opportunity for a profitable investment or flip!

3 Beds ⋅ 2 Baths ⋅ 24136048 MLS

This three-bedroom, one-bathroom home is situated on 4.02 acres in the peaceful town of Chaplin, adjacent to a trickling brook that runs along the eastern boundary of the property. Although the property's cosmetic condition may not be optimal, it presents a significant opportunity for a profitable investment or flip!

164 Tower Hill Rd, Chaplin

$229,900

Cape-style home situated on a 1-acre lot, offering 6 rooms, 3 bedrooms, and 1 full bathroom across 1,495 square feet. The main level includes a bedroom and a dining area with sliding doors leading to a deck with views of Tucker Pond. Updated electrical panel, main service cable 01/2026. Additional features include a full basement and a one-car detached garage. This property is eligible under the Freddie Mac First Look Initiative through 03/03/2026. See agent remarks for offer submission instructions. Property to be sold in as-is condition.

3 Beds ⋅ 1 Baths ⋅ 24128472 MLS

Cape-style home situated on a 1-acre lot, offering 6 rooms, 3 bedrooms, and 1 full bathroom across 1,495 square feet. The main level includes a bedroom and a dining area with sliding doors leading to a deck with views of Tucker Pond. Updated electrical panel, main service cable 01/2026. Additional features include a full basement and a one-car detached garage. This property is eligible under the Freddie Mac First Look Initiative through 03/03/2026. See agent remarks for offer submission instructions. Property to be sold in as-is condition.

25 Chappell St, Chaplin

$150,000

What an amazing property ready for you to make her pretty again. Land is beautiful with tons of potential great space for gardens or just sit on back deck and enjoy all the beautiful nature. Home has a lot of original features, doors, beams, floors. Attic area with bedrooms has the very wide wood floors that are beautiful. Off kitchen is a nice sunroom overlooking the back of home with wonderful vies of the land. Lots of rooms that needs some love, but this could be a beautiful home. Living room with exposed beams, large Dining room that opens to kitchen that opens to sunroom. Additon that was added with separate entrance could be great office. New roof last year 2024 and electrical panel is updated to 100amp. Looking for the right person to take on this project to make her beautiful

3 Beds ⋅ 1 Baths ⋅ 24138766 MLS

What an amazing property ready for you to make her pretty again. Land is beautiful with tons of potential great space for gardens or just sit on back deck and enjoy all the beautiful nature. Home has a lot of original features, doors, beams, floors. Attic area with bedrooms has the very wide wood floors that are beautiful. Off kitchen is a nice sunroom overlooking the back of home with wonderful vies of the land. Lots of rooms that needs some love, but this could be a beautiful home. Living room with exposed beams, large Dining room that opens to kitchen that opens to sunroom. Additon that was added with separate entrance could be great office. New roof last year 2024 and electrical panel is updated to 100amp. Looking for the right person to take on this project to make her beautiful

Chaplin

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