Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard. 7+ bedrooms, Billiard room, screening room, paneled library, sunroom, new country kitchen, 100-person party room boasts a restaurant size bar, sound system and commercial kitchen, maid's quarters, two guest rooms with en suite bathrooms, and 16-car garage. Tremendous Value! The Best Opportunity on the...

Location, location! Cozy gem conveniently located near the historic Washington Green, trails to Steep Rock Land Preserve, The Frederick Gunn School, The Mayflower Inn and minutes to the shops and restaurants of Washington Depot. Double-height entrance foyer with skylight. Open Living/Dining/Kitchen with wood-burning fireplace. Sunroom with vaulted ceiling. Wrap around deck. Spacious and bright en suite Primary Bedroom with nearly 11 foot ceilings. Main floor bedroom and den/office with hall bath. 2-car attached garage. Meticulously maintained. Easy living in coveted...

The Burr & Abel Calhoun Farm. Steeped in history, this beautifully preserved Greek Revival dates to 1846 and was built by the Calhouns, one of Washington, Connecticut's founding families. Located in the coveted Calhoun Historic District on 24 +/- high acres, the estate boasts ancient trees, lush landscaped perennial gardens, mature plantings, exquisite boxwood, original stonewalls, verdant open lawns & an apple orchard. The Main House consists of 4 bedrooms, 3 & 1-half baths, with fine period details such as 4 original fireplaces & antique wide hardwood floors throughout. The main floor is comprised of a beautifully...

$7900/month for remainder of academic season 2025. $8500/month annual. $25,000/month summer 2025. Fallen Fence is a historic center hall colonial is located on 40 acres has modern day amenities including a large Chef's kitchen and a full first floor bathroom. The spacious dining room seats up to 12. The large 2nd floor primary suite features a newly renovated bath and private lanai which overlooks the pool and ponds. There are two additional bedrooms on this floor with a new marble bath & a laundry room with built-ins. The third floor contains 2 additional bedrooms that share a marble bath. There is a den with large screen t.v. and wood...

September 2025 - May 2026: $5,000/month. Spectacular direct waterfront with the most amazing views overlooking the widest part of the lake. 3-4 bedrooms in Main House. Boathouse. Sandy beach. A/C. 40' deck facing water. Must...

Ultimate Views. Sprawling shingle-style estate with showstopping Great Room & unrivaled panoramic views overlooking Lake Waramaug and the surrounding hills. 22+/- acres with stone walls, blue stone terraces, long driveway & heated gunite swimming pool. 1st floor Primary Bedroom Suite with walk-in dressing closets, luxurious bathroom & private terrace. Cherry paneled Library with fireplace. Formal Dining Room. Butler's Pantry. Chef's Kitchen. Family Room. Guest bedrooms are all en suite. Mahogany deck. Fabulous outdoor fieldstone fireplace. A+ location. Must...

Magnificent 15+ Acre Parcel in Top Washington Location. Directly Abuts Protected Land & Surrounded by Large Estates, this Represents an Extraordinary Opportunity. House Site Set Well Back off a Coveted, Low-Traveled Town Road. Very Private & Quiet....

Renovated by acclaimed designers Rod Pleasants & Steve Godwin, this private end-unit features light-filled rooms with sliding doors to a peaceful back lawn. The spacious primary bedroom includes a full bath and walk-in closet. Enjoy sweeping views in a prime location, with recent updates to heating, cooling, and hot water systems. A rare opportunity for easy living in a well-maintained...

Charming mint renovated Nantucket-style cottage set on 25 acres of meadows with apple trees and 200-year old maples. Breathtaking hilltop views overlook farms, the Town of Washington and church steeples. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea.SUMMER June - August $26,900/month; Memorial - Labor Day $69,900; OFF-SEASON September - May $12,900/month If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $159,000. Inquire about other/shorter rental...

Have yourself an easy breezy summer with this charming 3 bedroom/2 full bath Cottage within walking distance of Lake Waramaug! The house is perched on a knoll on a quiet country road with a beautiful patio for entertaining. An open floor plan on the main floor has a dining room and living room with a fireplace. Main floor also consists of the primary bedroom, renovated full bath, chef's kitchen and pantry. There are two generous size guest bedrooms and another renovated full bath on the second floor. Just kick back and let the good times roll! And did I mention that a parking permit to the beach is...

AVAILABLE JUNE - AUG 2025 @ $24,000 PER MONTH. Quintessential CT Country Summer rental. Magnificent over-sized pool of 50' x 20' with spa, cabana with a full bathroom, changing room, kitchenette and outdoor grill. Pristine 3 bedroom 3.5 bath main house all bedrooms have king beds. The home is nestled on 21+ acres with new circular driveway, large expanses of lawn, mature trees. Gourmet kitchen, formal dining room, living room with fireplace, large sun room. Covered back porch with comfortable sitting area and outdoor dining. Conveniently located close to town, The Mayflower Inn, tennis courts, fine dining and chic shopping. Many Summer Camps...

Tuck Cottage. In the heart of Washington Depot lies a pristine 8.5 ac property with a spectacular newly rebuilt charming stone-front home. Perfectly reintegrated adjacent to the Tatetuck Farm, it has been redesigned and reimagined by a famous interior designer. The home presents as a pristine cottage with 11-foot ceilings, expansive open-view windows, and room to breathe. Perfect for downsizing, rightsizing, or as a future guest house to a larger home. Primary with marble bath, second bedroom/office/dining room also with ensuite marble bath. Gorgeous kitchen with custom cabinetry, marble counters. LEED certified insulation, hvac, new windows...