This 18th century American Georgian stands as one of Lakeville’s finest historic properties, gracing over 5 pristine acres alongside Burton Brook. The distinguished residence perfectly balances preserved period authenticity with thoughtful modern updates, earning recognition in Luxe magazine and The Friends of the American Georgian Group-NYC tour.

Original doorways, decorative trim, and historic fireplaces define the formal entertaining spaces, while a welcoming country kitchen with its own period fireplace anchors the casual living areas. The sophisticated blend of architectural heritage and contemporary comfort creates an exceptional living experience throughout.

Four ensuite bedrooms and a primary suite with a separate dressing room provide generous accommodations. A thoughtful layout makes the residence ideal for hosting extended family and guests while maintaining privacy and convenience.

Stone walls and mature landscaping embrace multiple outdoor living spaces, from intimate stone terraces to covered porches. The heated gunite pool and pool house with detached bathroom, three antique barns, and park-like setting complete this distinguished Litchfield County home.

299 Main Street, Lakeville, CT 06039 | EH#5627

Property Info

FIRST FLOOR

Entrance: Federal detailed arch, original 42" strap hinge door, formal staircase, intricate crown moldings with French doors leading to formal parlor and library/office
Formal Living Room: exquisite painted fireplace mantel with marble surround, parquet floors, door leading to dining room
Library/Office: fireplace with original wood carved mantle, federal arches(2), Dutch door to west patio
Terrace: bluestone pavers, stone wall with boxwood hedge
Dining Room: fabric walls, crown molding, 5 window alcove with seating, exterior door with Palladian window above, built-in china closet
Sitting Room: Rumford fireplace, hand-carved wood mantle, leaded glass window overlooking summer dining porch
Kitchen: Chef's kitchen with 14.5"x5" Carrara marble top island with storage, food prep sink, (2) Sub-Zero vegetable drawers and a Sub-Zero wine fridge; original center hearth fireplace with paneled surround, custom cabinetry, exposed beam ceiling, Sub-Zero refrigerator and 6-burner plus griddle Wolf double oven stove with door to summer screened-in dining porch and mudroom
Mudroom: tiled floor, electric heat
Screened Porch: bluestone floors, formal columns, with doors (2) leading to the garden and an additional outdoor seating area
Living Room/Casual Dining Room: French doors from kitchen, two-story space, radiant heat in tile floors, 5" casement windows (10) with door leading to fenced-in lawn/garden
Half Bath
Laundry Room
Pantry: built-in storage, Jenn Air refrigerator, custom cabinets with a door leading to the circular driveway
Upper Sitting Room/ Bedroom: with full bathroom

SECOND FLOOR

Primary Bedroom: Palladian window and alcove, dentil molding, carpeted, wall of closets
Primary Bath: double vanity, glass-enclosed tiled shower, heated toilet/bidet, custom storage cabinetry
Primary Dressing Room: carpeted, wall of closets, exposed original brick chimney
Bedroom 1: wood floors, fireplace with delft tile surround, closet, en-suite bath
Bedroom 2: wood floors, closet, fireplace, en suite bath
Bedroom 3: wood floors, closet, fireplace, ensuite bath
Full Bath: tiled floor, soaking tub, vanity

OUTBUILDINGS

Barns(3): as-is
Pool House: with detached bathroom
Arts and Crafts Gazebo: on the banks of Burton Brook

FEATURES

Pool - Heated Gunite, extended length
Irrigation System - fenced-in pool area, raised vegetable/flower garden, and side terrace lawn
5-level acres in-town with mature trees, professional landscaping, stone walls, all along Burton Brook
Secluded enclosed outdoor garden with raised vegetable and flower beds

Property Details

Location: 299 Main Street, Lakeville, CT
Land Size: 5.07 acres
Survey: 1437
Zoning: R20 and R10
Additional Land Available: no
Water Frontage: Burton Brook
Year Built: 1763
Square Footage: 4,916
Total Rooms: 12
Bedrooms: 5
Bathrooms: 7
Basement: full under the original home, crawl under the addition
Foundation: stone
Attic: pull down
Number of Fireplaces or Woodstoves: 5
Type of Floors: wide board southern pine, tile, and carpet
Windows: thermopane along with vintage Palladian and leaded windows
Exterior: clapboard and shingle
Driveway: crushed stone
Roof: asphalt shingle (2020)
Heat Type/ Fuel: geothermal with oil back-up
Oil Tank(s) – size & location: Oil: 330 gal in basement; Propane: 80 gallon (leased)
Air-Conditioning: central
Hot water/ Gallon size: 80-gallon
Sewer: town
Water: town
Exclusions: hallway chandelier
Mil rate: $11.00 Date: July 2025
Taxes: $21,583 Date: July 2025
Taxes change; please verify current taxes.
Listing Type: exclusive
Buyer Broker Compensation: 2.5%

Address: 299 Main Street, Lakeville, CT 06039