665 Milton Rd, Rye, NY 10580
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Property image
OFF MARKET

665 Milton Rd
Rye, NY 10580

Milton
  • 5 Beds
  • 7 Baths
  • 6,846 sqft (on 0.89 acres)

$8,096,200

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $51,097/mo*

$8,096,200

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $51,097/mo*
5 Beds
7 Baths
6,846 sqft
(on 0.89 acres)

Local Information

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  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

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.
665 Milton Rd, Rye, NY 10580 is a 5 bedroom, 7 bathroom, 6,846 sqft single-family home in Milton, built in 1780. It last sold for $4,000,000 on May 29, 2013. It is currently off market. The Trulia Estimate is $8,096,200, with a rent estimate of $37,372/month.

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 Features

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 Features

Exterior Home Features
Roof: AsphaltExterior: WoodGardenLawnPatioPorchSprinkler System
Parking & Garage
Parking Spaces: 8Parking: Off Street

Property Information

Year Built
Year Built: 1780Year Updated: 2017
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.89 acres

Additional Information

Intercom

Price History for 665 Milton Rd

DatePriceEventSource
05/29/2013$4,000,000Sold
OneKey® MLS as distributed by MLS GRID #H3303554
02/06/2013$4,095,000Listed For SaleAgent Provided
12/02/2012$4,350,000ListingRemovedAgent Provided
04/11/2012$4,350,000Listed For SaleAgent Provided
04/20/1998$1,250,000Sold
N/A

Market trends in Rye

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
47
12
MoM
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Property Tax and Assessment

Year2025
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

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Assigned Schools

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Off Market Homes Near 665 Milton Rd

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