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$4,100,000
24015202 MLS
The Greenbacker Brookfield is one of the largest farms now on the Connecticut market with over 400 acres. It has been in operation for over 100 years and is ready now for a new multi-generation family to take the reins or for a progressive investor. There is ample accommodation with 7 houses that have 29 bedrooms for the family to share. (The average size farm in CT is approximately 80 acres). The current owners are using 4 houses and renting 3 other homes. The investor agriculture buyer may also generate rental income from the farm's other rental property; 1. a Two story 35x50 horse barn, 2.a 35x80 stable with 1.5 story horse stalls. 3 a. Barn with double row stalls and indoor riding arena, 4. a 4-bay garage, 5. Dairy barn, and Chicken coops, etc.. These items may also be considered depreciable property (see your tax advisor). Other sources of income from the farm would include renting land for; 1, growing crops (92 acres of cropland leased, currently), 2, Durham Fair parking. 3, pastureland (20 acres of pasture leased, currently), 4, hunt club (land leased currently), 5, equestrian rental (stable & indoor/outdoor riding, currently leased) and for dairy farming. Potential income may come from establishing a farm stand, growing grapes/ winery, Christmas tree sales, blue berries, and more. The State of Connecticut Conservation Restriction requires this property to be 'agriculture in nature' according to development rights the state acquired approximately 70 years ag

148 & 153 Wallingford Rd, Durham

$2,800,000
15 Beds 8 Baths 24045388 MLS
This unique farm complex is comprised of an equestrian area for 40 horses +, 5 residential houses and more. It has been in operation for over 100 years and is ready for new multi-generation owners to take the reins or for a progressive investor. There is nearly 280 acres of outstanding land, a pond, pastureland, rolling hills, stalls for 40+ horses and much more. There is, also, an outstanding mix of 5 houses that have 22 bedrooms for the families to share. The current owners are using 2 houses and renting 3 other homes. The investor may generate rental income from the farm's 5 residential homes and 1. a Two story 35x50 horse barn, 2.a 35x80 stable with 1.5 story horse stalls. 3 a Barn with double row stalls, 4. a 4-bay garage, etc.. These items may also be considered depreciable property (see your tax advisor). Other sources of income from the farm would include leases for pasture land and equestrian rental of the stable & indoor/outdoor riding, which is currently leased). Potential income may come from establishing a farm stand, growing grapes/ winery, Christmas tree sales, blue berries, and more The State of Connecticut Conservation Restriction requires this property to be 'agriculture in nature' according to development rights the state acquired approximately 70 years ago. both parcel MUST be sold together.

153 Wallingford Rd, Durham

$1,999,000
7 Beds 3 Baths 24045370 MLS
The Greenbacker's Brookfield Farm located midway between Hartford and New Haven in Durham Connecticut has two houses, dairy barn and many other outbuildings. There is approximately 140 acres and approximately 100 acres are least to other farmers for growing crop, etc.. The investor may generate income from the farm's rentals 1. Dairy barn, 2, growing crops (92 acres of cropland leased, currently), 3, Durham Fair parking. 4, pastureland (20 acres of pasture leased, currently), 5, hunt club (land leased currently). Potential income may come from establishing a farm stand, growing grapes/ winery, Christmas tree sales, blue berries, and more. The State of Connecticut Conservation Restriction requires this property to be 'agriculture in nature' according to development rights the state acquired approximately 70 years ago. Both 148 and 153 Wallingford Road MUST be sold together.

148 Wallingford Rd, Durham

$1,150,000
3 Beds 4 Baths 24203226 MLS
A Truly Private Country Estate - 100R Foot Hill Road offers a rare opportunity to own a substantial piece of Connecticut countryside. Approximately 9.17 acres are located in Durham, with the balance of 16 acres extending into neighboring Haddam, creating an expansive and wonderfully secluded setting. Open pastures blend with wooded areas, offering a beautiful balance of natural landscape and usable acreage. Surrounded by nature and offering a true sense of privacy, this extraordinary property provides the space, tranquility, and timeless character that define a quintessential New England country retreat. Whether envisioned as a private family compound, weekend escape, a place to bring home your horses and ride trails this is a legacy estate, 100R Foot Hill Road presents an uncommon opportunity to create something truly special in the Connecticut countryside.

100-R Foot Hills Rd, Durham

$899,900
4 Beds 3 Baths 24200727 MLS
The Stunning Samuel Fairchild House 1727c. in beautiful Durham is the epitome of 18th century architecture. Restored to perfection by The 18th Century Company, no expense was spared in its meticulous restoration. Every detail of its original features has been preserved ... elegant raised paneling, lots of feather edge board, chamfered summer beam with lamb's tongue stops for all the purists, wide board floors, original doors, hinges & latches, original front staircase, double front door & five fireplaces (2 with bake ovens)!!! The present owner built a cage bar (with wine cooler) in the old kitchen with period wood from the property. Saltbox in design with a gorgeous Gambrel Ell, this is the house you have been dreaming about. Now for the 21st Century features: The new kitchen is situated in the ell and it is magnificent. A half bath/laundry is in the Ell as well. A fabulous fireplace graces this room. The second floor is very large with 4 bedrooms (1 with fireplace) and 2 full baths. This is a substantial home. Now to the magical grounds. You have 3.54 acres of beauty. A peaceful pond, the waterfall with little bridge, the vegetable gardens, the split rail fence & stone walls are all pristine. The 2 fabulous barns & elevated chicken coop for "All the Single Ladies" are picture perfect. As you step out your door you are surrounded by peace and beauty. It is a rare find indeed to find a home of this caliber in such a wonderful setting.

64 Haddam Quarter Rd, Durham

$859,000
5 Beds 3 Baths 24206445 MLS
RARE MULTIGENERATIONAL PROPERTY WITH INCREDIBLE FLEXIBILITY! Set on 2.88 private acres in desirable Durham, this 5,664 sq ft home offers an exceptional combination of space, privacy and possibilities. Officially listed as 5 bedrooms/3 baths per town records, the existing layout provides multiple additional living and bath areas that make this property truly unique. The ground-level in-law area includes 2 bedrooms, living space and its own garage-ideal for parents, adult children, extended family or guests who want privacy while remaining under the same roof. An additional studio living area features its own full kitchen and full bath. It can provide private space for extended family or guests, offer potential rental/short-term rental possibilities where permitted, or be incorporated directly into the main residence. Because it connects to the main home, this space could easily transition into an impressive primary suite. In total, the home's existing physical layout currently provides 6 rooms being used as bedrooms, 4 full baths and 1 half bath. Town records reflect 5 bedrooms/3 baths; buyers should perform their own due diligence regarding permitted use and room designations. The main residence features spacious rooms, hardwood floors, cathedral ceilings, exposed beams, a fireplace and a character-filled floor plan. Two of the full baths could benefit from updating, providing an opportunity for the next owner to personalize the home.

26 Old Wallingford Rd, Durham

$696,000
4 Beds 3 Baths 24190627 MLS
If you've been searching for a home where the backyard becomes your favorite room, this one delivers. Set on a quiet private drive just off a cul-de-sac, this beautifully maintained Colonial offers exceptional indoor and outdoor living. The custom kitchen is the heart of the home, showcasing rich cherry cabinetry, granite countertops, premium appliances, an oversized island, and an open dining area perfect for everything from busy mornings to holiday gatherings. The adjoining family room features hardwood floors, a fireplace, and walls of windows that fill the space with natural light. A dedicated first-floor office with custom built-ins creates the ideal work-from-home space. Upstairs, the spacious primary suite is your own private retreat with a sitting room, walk-in closet, and sun-drenched bath with soaking tub. A separate staircase leads to a versatile fourth bedroom or bonus room, offering endless possibilities for guests, a media room, playroom, or home gym. Step outside and enjoy where this home truly shines. The expansive Trex deck overlooks beautifully landscaped grounds, creating the perfect setting for summer barbecues, morning coffee, or relaxing with family and friends. A brand-new roof provides added peace of mind. Just minutes from Lyman Orchards, Powder Ridge and commuter routes, this home offers the perfect combination of comfort, convenience, and lifestyle.

35 Anderson Rd, Durham

$685,000
4 Beds 3 Baths 24196718 MLS
Tucked away at the very end of a private road in picturesque Durham, this exceptional Colonial offers the rare combination of privacy, space, and a setting that feels like your own personal retreat. Surrounded by mature trees, the backyard is designed for gathering and relaxing with a stunning newer in-ground pool, expansive patio, and inviting covered front porch where you can enjoy the peaceful surroundings year-round. Inside, the thoughtfully designed floor plan features hardwood floors, a welcoming family room with custom windows overlooking the backyard, built-in shelving, and a cozy gas fireplace. The kitchen opens seamlessly to the main living area, while a formal dining room, private office with French doors, and a convenient mudroom offer the flexibility today's lifestyle demands. Upstairs, the spacious primary suite includes a tray ceiling, walk-in closet, and beautifully appointed bath, along with three additional bedrooms. And then there's the oversized fourth bedroom... we'll save that surprise for the interior photos. With central air, crown molding, generator wiring, an attached two-car garage, and one of Durham's most private settings, this is a home you'll want to watch.

76-R Ivy Way, Durham

$610,000
4 Beds 3 Baths 24184295 MLS
Welcome to a home where there's room to spread out, gather together, and create lasting memories. Tucked away on a picturesque cul-de-sac just minutes from town, this spacious 4-bedroom Cape offers the perfect blend of charm, comfort, and flexibility. Thoughtfully designed for everyday living, the first floor features an inviting family room with exposed wood beam ceilings and a brick fireplace, formal living and dining rooms for entertaining, and a private office ideal for working from home or pursuing your favorite hobbies. A true standout is the second-floor great room with soaring ceilings, an oversized picture window, and its own private staircase, creating an incredible space for movie nights, a playroom, or the ultimate gathering place. Three fireplaces throughout the home add warmth and timeless New England character. The spacious primary suite features four closets, while second-floor laundry adds everyday convenience and Generac generator. Outside, the lifestyle continues with an expansive deck and retractable awning overlooking the backyard, a covered pavilion perfect for outdoor dining or relaxing with friends, a hot tub for unwinding under the stars, and a fenced area for pets or play. While the upstairs carpeting and bathrooms offer an opportunity for cosmetic updates, they provide the perfect canvas to make this home your own. With generous living spaces, endless flexibility, and a location you'll love coming home to, this is where your next chapter begins.

22 Hill Top Dr, Durham

$424,900
4 Beds 2 Baths 24198889 MLS
There's something special about an antique Colonial, and 137 Parmelee Road in Durham is a wonderful example of timeless character paired with the updates you want today. This charming home offers 3 bedrooms in the main residence plus a legal 1 bedroom accessory apartment, creating incredible flexibility for extended family, guests, rental income, or a private space of your own. The main house has a kitchen with washer & dryer in it, dining room and spacious livingroom on the 1st floor and upstairs there are 3 BRs and a Full bath and a walk up to the floored attic for storage. The apartment has an eatin kitchen with washer and dryer hookups, livingroom and BR on the 1st floor and 2 additional rooms upstairs that have endless possibilities such as a den & office. Both the house and Apartment have Central Air! Major renovations in 2000 included the electrical system, windows, doors, furnace, and oil tanks, while the apartment furnace and hot water heater were updated in 2019. A new well pump was installed in 2006. Inside, you'll find two fireplaces, one in each unit adding warmth and historic character, along with the peace of mind of a built in propane generator. Whether you're drawn to the charm of an antique home, looking for additional living space, or want the flexibility an accessory apartment provides, this Durham property offers a rare combination of character, functionality, and opportunity.

137 Parmelee Hill Rd, Durham

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