From arched doorways to original woodwork these homes feature cozy living spaces and character throughout. See them all below!
459 Wolf Den Rd | $2,950,000


John Downs

John Downs
The Sharefield House Estate is located amid the pastoral beauty on one of Brooklyn Connecticut’s most picturesque roads. Two stunning residences, an in-ground pool, and an event center barn are privately situated on the property. Each location boasts breathtaking sunset views of the 97.4 acres of prime pasture, farmland, trails, brook, and hillside woodlands.
Listing details: You will love the in-ground pool with stone patios, pool-house, and gardens perched high above the manicured estate grounds. Unparalleled modern barn living awaits guests in the awe-inspiring second home. Constructed in 2013, this premier post and beam building boasts a dramatic event center with soaring wood ceilings, a massive kitchen, office, bedrooms, bar, and balconies.
- Price:
- $2,950,000
- Size:
- 5,039 sq ft
- Contact:
- John Downs , Berkshire Hathaway HomeServices New England Properties , +1 860.377.0754
Premier New England Wedding And Events Venue | $2,500,000


Gerry O’Connell

Gerry O’Connell
This fine property is a premier New England Wedding and Events venue and is reminiscent of a refined country inn.
Listing details: Two separate suites for couples to prepare for their big day – a handsome Gentleman’s Lounge in the barn with a rooftop deck and a lovely bridal suite in the house with a grand side porch for guests to prep for their big event.
- Price:
- $2,500,000
- Size:
- 4,784 sq ft
- Contact:
- Gerry O’Connell , Keller Williams Realty Lakes and Mountains , +1 603.978.8381
18 Kashmir Dr | $1,599,900


Linda P Early & Blaise Coco

Linda P Early & Blaise Coco
Slowly, drive through this majestic neighborhood of Kashmir and take in all the amazing homes that gleam with immense quality and configuration.
Listing details: Oh yes, please wander over to enjoy the amazing four-stall garage, heated and completed with finishing’s beyond the norm. This address is one of a kind!
- Price:
- $1,599,900
- Size:
- 6,473 sq ft
- Contact:
- Linda P Early & Blaise Coco , Coco, Early & Associates , +1 978-375-4344, 978-375-4345
Historically Significant Property | $1,500,000


Kirsten Ingram

Kirsten Ingram
If you appreciate and seek meticulous restorations of historically significant homes, this one is for you! For the purist, this historic house is an absolute treasure.
Listing details: Accessible from both Route 1 and Hodge Street, this home and gallery have plenty of parking and easy access. Starting right at the top, the slate roof (2010) caps this magnificent building.
- Price:
- $1,500,000
- Size:
- 7,500 sq ft
- Contact:
- Kirsten Ingram , Newcastle Realty , +1 207-832-1111
38 Glen Hill Rd | $1,399,000


Joni Usdan & Gail Zawacki

Joni Usdan & Gail Zawacki
This enchanting C. 1920s this English Cotswold Cottage has been completely renovated to the highest standard. Majestically set on 6.59 private acres, with a scenic aerated pond, this singular stone masterpiece abuts hundreds of acres of open space with access to nature trails.
Listing details: The idyllic setting is tucked away at the end of a desirable, lower Redding cul-de-sac. Available with its exquisite antique and collectible furnishings, price upon request.
- Price:
- $1,399,000
- Size:
- 3,554 sq ft
- Contact:
- Joni Usdan & Gail Zawacki, Coldwell Banker Realty , +1 203.216.7654, 203.856.9949
Blissful Living Along The Water | $769,000


Sebastien Latiluppe & Judy Martin

Sebastien Latiluppe & Judy Martin
Entering into the front hall through the door with artistic stained glass windows, the character and elegance of this 1868 home will envelop you.
Listing details: From the moment you turn down the lane the country living atmosphere and privacy with municipal town services will win your heart.
- Price:
- $769,000
- Size:
- 3,200 sq ft
- Contact:
- Sebastien Latiluppe & Judy Martin , Engel & Volkers , +1 902-220-4000, 902-300-0065
Tranquil Village Home | $550,000


Keri Cole

Keri Cole
Overlooking Woodstock village and the Pomfret hills beyond, 25 Slayton Terrace sits on a quiet neighborhood street, just a quick stroll from downtown shops and restaurants, the Mt. Pegtrail head, and the Marsh Billings Rockefeller National Park.
Listing details: Battery will be removed by GMP should the purchaser elect to discontinue the lease.
- Price:
- $550,000
- Size:
- 1,632 sq ft
- Contact:
- Keri Cole, Williamson Group Sotheby’s International Realty , +1 410-200-3536
Completely Renovated 2.5 Story Multi-family Home | $450,000


Kathryn Zambon

Kathryn Zambon
Nestled between the Victorian Inn and Main Street Cafe, is a completely renovated 2.5 story multi-family home located in the heart of the Walling ford Historic District.
Listing details: This property would be ideal for anyone wanting a live/workspace and utilize the main level as commercial space right in the center of Main Street or continue to rent these amazing apartments!
- Price:
- $450,000
- Size:
- 2,506 sq ft
- Contact:
- Kathryn Zambon , Four Seasons Sotheby’s International Realty , +1 802.779.2663
The Sanford Stewart House (C.1827) | $334,900


Margaret Faber

Margaret Faber
Located on nearly 2 acres in the desirable Penfield Hill neighborhood of Portland, Connecticut, this meticulously maintained 2,232 square foot antique federal farmhouse retains its historic charm and integrity while incorporating updated systems and modern conveniences.
Listing details: Three-section barn, detached two-car garage, and private enclosed stone patio on the sunny south side. Easy drive to New York, Boston, Rhode Island beaches, and Vermont ski areas.
- Price:
- $334,900
- Size:
- 2,232 sq ft
- Contact:
- Margaret Faber, Town & Country Realtors , +1 860.301.5856






















