665 Milton Rd
Rye, NY 10580
Milton- 5 Beds
- 7 Baths
- 6,846 sqft (on 0.89 acres)
5 Beds
7 Baths
6,846 sqft
(on 0.89 acres)
Local Information
-- mins to
Description
Dating back to 1780, now superbly renovated for a luxuriously modern lifestyle, "The Captain's House" on Milton Point is a rare, authentic treasure! Sensitive and creative remodeling has combined authentic original features including antique doors, leaded glass, wide plank floors, and exposed beams, with hi-tech systems and materials that reflect today's environmental concerns. The 5 bedroom, 6.1 bath home with restored 2-story barn presides over almost an acre of beautifully landscaped property. Among the home's exceptional highlights are the formal living room with fireplace and ceramic molded ceiling, dining room with original wide-plank flooring, gourmet country kitchen with top-of-the-line appliances and original exposed beams, a dramatic atrium-like breakfast area with floor to roofline windows overlooking a centuries-old copper beech tree, and a delightful sun porch turned playroom. The resort-like family room, clad in white character oak shiplap, with a nearly 20 foot peak ceiling height, features a custom designed and fabricated floor to ceiling steel fireplace, designer lighting fixtures, and a quartz and concrete bar area with steel shelving, ice maker, dishwasher, under counter beverage refrigerator and 200 bottle EuroCave wine cabinet. The room includes a 6 panel Nana-wall which fills the room with sunlight and when open connects the space to a three tiered outdoor entertainment area that completes the resort feel. Included are an outdoor big screen television, a fireplace or fire pit on every level, and an outdoor kitchen and dining area framed by 2 pergolas with seating for 14 or more and complete with a full compliment of Kalamazoo appliances and storage cabinets. State of the art hard line phone and intercom system, commercial Wifi system, radiant heated floors, centrally wired surround-sound featuring Sonos, and programmable lighting indoors and out, are among countless creature comforts.
Home Highlights
Parking
No Info
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 665 Milton Rd
|
|---|
Interior Details BasementNumber of Rooms: 12Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Master Bath, Office, Pantry, Recreation Room, Sun RoomWet Bar |
Heating & Cooling Heating: Forced Air, OtherAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 3Floors: Tile, Hardwood |
Appliances & Utilities Cable ReadyDishwasherDisposalDryerRefrigeratorWasher |
Fireplace & Spa Fireplace |
Windows, Doors, Floors & Walls Double Paned Windows |
Security Security System |
|
|---|
Exterior Home Features Roof: AsphaltExterior: WoodGardenLawnPatioPorchSprinkler System |
Parking & Garage Parking Spaces: 8Parking: Off Street |
|
|---|
Year Built Year Built: 1780Year Updated: 2017 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
|
|---|
Units in Building: 1 |
|
|---|
Lot Area: 0.89 acres |
|
|---|
Intercom |
Price History for 665 Milton Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 05/29/2013 | $4,000,000 | Sold | OneKey® MLS as distributed by MLS GRID #H3303554 |
| 02/06/2013 | $4,095,000 | Listed For Sale | Agent Provided |
| 12/02/2012 | $4,350,000 | ListingRemoved | Agent Provided |
| 04/11/2012 | $4,350,000 | Listed For Sale | Agent Provided |
| 04/20/1998 | $1,250,000 | Sold | N/A |
Market trends in Rye
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
47
12MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $74,450 |
Home facts updated by county records
Comparable Sales for 665 Milton Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.16 | Single-Family Home | $7,400,000 | 02/20/26 | 8 | 6.5 | 8,100 | |
0.34 | Single-Family Home | $5,450,000 | 03/30/26 | 5 | 3.5 | 5,933 | |
0.19 | Single-Family Home | $4,125,000 | 08/25/25 | 4 | 3 | 3,969 | |
0.19 | Single-Family Home | $4,200,000 | 03/02/26 | 4 | 4.5 | 4,996 | |
0.36 | Single-Family Home | $4,925,000 | 04/30/26 | 5 | 6 | 7,165 | |
0.07 | Single-Family Home | $4,415,000 | 08/19/25 | 5 | 4.5 | 5,382 | |
0.34 | Single-Family Home | $6,400,000 | 08/26/25 | 9 | 5 | 6,094 | |
0.23 | Single-Family Home | $4,500,000 | 08/19/25 | 5 | 2.5 | 3,306 | |
0.64 | Single-Family Home | $7,305,000 | 08/08/25 | 6 | 7 | 7,995 | |
0.50 | Single-Family Home | $4,350,000 | 03/13/26 | 4 | 5 | 4,676 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 665 Milton Rd.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections

