Rye, NY Homes

/23
$1,875,000

Pending
- 2 Beds
- 2 Baths
- 1,875 Sq Ft
54 Waters Edge, Rye, NY 10580

Welcome to a rare opportunity in coveted Waters Edge — a prestigious 24/7 gated waterfront community in Rye. This elegant first-floor corner residence offers exceptional privacy, effortless one-level living, and beautiful views of the Long Island Sound right from your front door. This beautifully designed 2-bedroom, 2-bath condominium features a spacious open-concept layout with hardwood floors

April Saxe Compass Greater NY, LLC

54 Waters Edge, Rye, NY 10580
$7,200,000

Sold Nov 10, 2025

73 Park Dr S, Rye, NY 10580
- 6 Beds
- 8 Baths
- 8,585 Sq Ft
- Built 1925
Last Sold Summary
- $839/SF
- 21 Days On Market
Current Estimated Value $6,737,340

Last Listing Agent Louis Katsoris Julia B Fee Sothebys Int. Rlty

73 Park Dr S, Rye, NY 10580

Est $2,116,667

Not Listed For Sale

10 Kenilworth Ln, Rye, NY 10580
- 4 Beds
- 3.5 Baths
- 3,692 Sq Ft
- Built 1984
10 Kenilworth Ln, Rye, NY 10580

Last Sold Summary
- 9 Days On Market
Last Listing Agent Shana Koransky Compass Greater NY, LLC

/37
$2,795,000

$130K PRICE DROP Pending
- 5 Beds
- 4.5 Baths
- 5,423 Sq Ft
3 Lakeside Dr, Rye, NY 10580

Location, Location, Location ! Discover a lifestyle of modern luxury and convenience in Flagler Estates, one of Westchester's most coveted neighborhoods! 3 Lakeside Drive is an exquisite 5,400+ sq. ft. contemporary that brings resort-style living to your busy daily life. Set high up on 1.18 private, park-like acres in coveted Rye P.O., this sun-drenched architectural masterpiece enjoys 450 feet

Fiona Dogan Julia B Fee Sothebys Int. Rlty

3 Lakeside Dr, Rye, NY 10580
$1,757,000

Sold Jul 24, 2026

54 Lindbergh Ave, Rye, NY 10580
- 3 Beds
- 2.5 Baths
- 2,148 Sq Ft
- Built 1963
Last Sold Summary
- 2% Below List Price
- $818/SF
- 61 Days On Market
Current Estimated Value $1,811,494

Last Listing Agent Mary Kmetz Houlihan Lawrence Inc.

54 Lindbergh Ave, Rye, NY 10580

Est $1,910,696

Not Listed For Sale

35 Kenilworth Rd, Rye, NY 10580
- 4 Beds
- 4.5 Baths
- 4,015 Sq Ft
- Built 1953
35 Kenilworth Rd, Rye, NY 10580

Last Sold Summary
- 13 Days On Market
Last Listing Agent Whitney Okun Julia B Fee Sothebys Int. Rlty

/50
$3,150,000

Pending
- 5 Beds
- 4.5 Baths
- 5,320 Sq Ft
16 John Jay Place, Rye, NY 10580

This is the home you’ve been waiting for. A gorgeous classic colonial nestled on half an acre on a cul-de-sac in the sought-after community of Greenhaven. Perfect for anyone that loves to entertain, the heart of the home is a true chef’s kitchen, designed by the owner, a well known chef, in collaboration with Studio Dearborn Kitchen Design. The eat-in kitchen is as beautiful as it is functional,

Kimberly Arenas Compass Greater NY, LLC

16 John Jay Place, Rye, NY 10580
$462,000

Sold Feb 03, 2026

24 Wappanocca Ave Unit B, Rye, NY 10580
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Built 1950
Last Sold Summary
- 3% Below List Price
- $462/SF
- 33 Days On Market
Last Listing Agent Mary Jo Anne Byrne Serhant LLC

24 Wappanocca Ave Unit B, Rye, NY 10580

Est $2,016,421

Not Listed For Sale

7 Kenilworth Rd, Rye, NY 10580
- 5 Beds
- 4.5 Baths
- 4,814 Sq Ft
- Built 1938
7 Kenilworth Rd, Rye, NY 10580

Last Sold Summary
- 28 Days On Market
Last Listing Agent Jennifer Gilchrist Compass Greater NY, LLC

/24
$1,500,000

Pending
- 3 Beds
- 2 Baths
- 1,436 Sq Ft
75 North St, Rye, NY 10580

Excellent potential to expand or rebuild this property to your dream home on this 0.39 acre lot, over 100 feet of front width and 200 feet deep lot in the City of Rye. Convenient location to Rye Middle/High school, Osborn elementary school, Rye downtown and I-95. Split level style home featuring 3 bedrooms, 2 full baths with basement, gas heat, central AC, and attached garage.

Sam Kobata Shoen Realty, Inc.

75 North St, Rye, NY 10580
$1,550,000

Sold Dec 15, 2025

116 North St, Rye, NY 10580
- 5 Beds
- 5 Baths
- 2,260 Sq Ft
- Built 1958
Last Sold Summary
- 4% Above List Price
- $686/SF
- 18 Days On Market
Current Estimated Value $1,560,333

Last Listing Agent Jason Mehler William Raveis-New York LLC

116 North St, Rye, NY 10580

Est $2,825,749

Not Listed For Sale

34 Seville Ave, Rye, NY 10580
- 5 Beds
- 4.5 Baths
- 4,493 Sq Ft
- Built 1956
34 Seville Ave, Rye, NY 10580

Last Sold Summary
- 5 Days On Market
Last Listing Agent Whitney Okun Julia B Fee Sothebys Int. Rlty

/27
$1,850,000

Pending
- 4 Beds
- 2.5 Baths
- 2,316 Sq Ft
42 Oakwood Ave, Rye, NY 10580

Located in the highly sought-after Rye Gates neighborhood of Rye, this beautifully updated 4-bedroom, 2.5-bath Colonial offers 2,316 square feet of sun-filled living space filled with timeless charm and character. Original moldings and beautiful exposed beams blend seamlessly with modern updates. Spacious rooms, new flooring throughout, and fresh interior and exterior paint create a move-in ready

Susan O'Brien Houlihan Lawrence Inc.

42 Oakwood Ave, Rye, NY 10580
$3,234,160

Sold Nov 18, 2025

9 Boxwood Ln, Rye, NY 10580
- 5 Beds
- 5.5 Baths
- 5,752 Sq Ft
- Built 1984
Last Sold Summary
- 38% Above List Price
- $562/SF
- 6 Days On Market
Current Estimated Value $3,278,832

Last Listing Agent Nancy Lawton Houlihan Lawrence Inc.

9 Boxwood Ln, Rye, NY 10580

Est $3,115,454

Not Listed For Sale

65 Wendover Rd, Rye, NY 10580
- 5 Beds
- 4.5 Baths
- 5,287 Sq Ft
- Built 1929
65 Wendover Rd, Rye, NY 10580

Last Sold Summary
- 69 Days On Market
Last Listing Agent Maria Skamangas William Raveis-New York LLC

/43
$7,995,000
- 6 Beds
- 5.5 Baths
- 5,233 Sq Ft
87 Hix Ave, Rye, NY 10580

Tucked away at the end of a long private drive, hidden from view and unknown to many who pass nearby, this extraordinary waterfront estate offers a rare combination of privacy, history, and lifestyle in one of Rye’s most coveted neighborhoods. Originally built in 1856 as part of the area’s original homestead and thoughtfully expanded and enhanced over the years, the property spans 1.59

Lisa Murphy Houlihan Lawrence Inc.

87 Hix Ave, Rye, NY 10580
$3,550,000

Sold Jun 25, 2026

5 Rockridge Rd, Rye, NY 10580
- 5 Beds
- 4.5 Baths
- 3,850 Sq Ft
- Built 2012
Last Sold Summary
- $922/SF
- 12 Days On Market
Current Estimated Value $3,552,754

Last Listing Agent Elizabeth Ross Compass Greater NY, LLC

5 Rockridge Rd, Rye, NY 10580

Est $1,985,852

Not Listed For Sale

67 Wendover Rd, Rye, NY 10580
- 4 Beds
- 4.5 Baths
- 3,828 Sq Ft
- Built 1937
67 Wendover Rd, Rye, NY 10580

Last Sold Summary
- 11 Days On Market
Last Listing Agent Joan O'Meara Houlihan Lawrence Inc.

/25
$999,999

Pending
- 3 Beds
- 2.5 Baths
- 1,638 Sq Ft
8 Goldwin St, Rye, NY 10580

Beautifully renovated and ideally located, 8 Goldwin Street offers easy living in the heart of Rye. The first floor features a formal living room and an updated eat-in kitchen with island, pantry, vaulted ceilings, and abundant natural light, with direct access to the backyard. The kitchen opens seamlessly to the family room, creating an ideal layout for everyday living and entertaining. Also on

Danielle Longhitano Julia B Fee Sothebys Int. Rlty

8 Goldwin St, Rye, NY 10580
$2,349,000

Sold Aug 29, 2025

88 Orchard Ave Unit A, Rye, NY 10580
- 5 Beds
- 4.5 Baths
- 3,471 Sq Ft
- Built 2025
Last Sold Summary
- $677/SF
- 13 Days On Market
Last Listing Agent Cindy Kief Corcoran Legends Realty

88 Orchard Ave Unit A, Rye, NY 10580

Est $3,990,006

Not Listed For Sale

11 Dorchester Rd, Rye, NY 10580
- 6 Beds
- 8 Baths
- 6,898 Sq Ft
- Built 1952
11 Dorchester Rd, Rye, NY 10580

Last Sold Summary
- 25 Days On Market
Last Listing Agent Michael McCooey Compass Greater NY, LLC

/50
$6,495,000

Pending
- 7 Beds
- 6.5 Baths
- 7,497 Sq Ft
280 Highland Rd, Rye, NY 10580

"Overtheway," an exceptional luxury estate, is tucked away on 2.4 beautifully landscaped private acres showcasing a meticulously renovated 7 Bedroom | 5.1 Bath Dutch Colonial in Rye, NY as its centerpiece. This private compound offers resort-style living with a wraparound covered porch overlooking a stunning salt water Shoreline pool with spa, custom pool house, full tennis court, outdoor kitchen

Donna McElwee Houlihan Lawrence Inc.

280 Highland Rd, Rye, NY 10580
$980,000

Sold Mar 03, 2026

720 Milton Rd Unit S1C, Rye, NY 10580
- 4 Beds
- 3 Baths
- 2,447 Sq Ft
- Built 1963
Last Sold Summary
- 15% Below List Price
- $400/SF
- 96 Days On Market
Last Listing Agent Sula Pearlman Coldwell Banker Realty

720 Milton Rd Unit S1C, Rye, NY 10580

Est $3,115,667

Not Listed For Sale

7 N Belmont Ave, Rye, NY 10580
- 4 Beds
- 4.5 Baths
- 4,448 Sq Ft
- Built 1926
7 N Belmont Ave, Rye, NY 10580

Last Sold Summary
- 52 Days On Market
Last Listing Agent Michael McCooey Compass Greater NY, LLC

/47
$3,695,000

Pending
- 3 Beds
- 3 Baths
- 3,675 Sq Ft
455 Polly Pk Rd, Rye, NY 10580

Set on 1.73 private acres backing directly onto the Westchester Country Club West Course, this storied Rye PO Colonial offers rare history alongside thoughtful modern updates. Built in 1909 by Mr. Hobart Park as a wedding gift for his daughter, Polly Park, the home anchors a property with a story few in Westchester can match. The main house offers 3 bedrooms and 3 full baths, with an open

Amie Pisano Compass Greater NY, LLC

455 Polly Pk Rd, Rye, NY 10580
$385,000

Sold Aug 15, 2025

3 Peck Ave Unit 313A, Rye, NY 10580
- 2 Beds
- 1 Bath
- 1,000 Sq Ft
- Built 1948
Last Sold Summary
- 4% Above List Price
- $385/SF
- 10 Days On Market
Last Listing Agent Laurie Burns Houlihan Lawrence Inc.

3 Peck Ave Unit 313A, Rye, NY 10580

Est $3,026,731

Not Listed For Sale

7 Stonegate Ln, Rye, NY 10580
- 4 Beds
- 5.5 Baths
- 6,069 Sq Ft
- Built 1982
7 Stonegate Ln, Rye, NY 10580

Last Sold Summary
- 273 Days On Market
Last Listing Agent Thomas Burns Coldwell Banker Realty

/26
$699,000

Pending
- 2 Beds
- 1 Bath
- 1,150 Sq Ft
66 Milton Rd Unit D41, Rye, NY 10580

Spectacular 2-bedroom, 1-bath co-op in truly exquisite, mint condition, showcasing a level of craftsmanship and design rarely seen. This sun-drenched residence features stunning chevron hardwood floors, designer Restoration Hardware lighting, and a fully renovated interior curated with the finest materials. The chef’s kitchen is a showpiece, complete with built-in Thermador appliances, custom

Susan O'Brien Houlihan Lawrence Inc.

66 Milton Rd Unit D41, Rye, NY 10580
$3,475,000

Sold Jun 04, 2026

76 Glen Oaks Dr, Rye, NY 10580
- 5 Beds
- 4.5 Baths
- 3,984 Sq Ft
- Built 2025
Last Sold Summary
- 1% Below List Price
- $872/SF
- 153 Days On Market
Current Estimated Value $2,568,000

Last Listing Agent Lisa Murphy Houlihan Lawrence Inc.

76 Glen Oaks Dr, Rye, NY 10580

Est $1,785,000

Not Listed For Sale

3 Highland Ridge Ln, Rye, NY 10580
- 3 Beds
- 2.5 Baths
- 2,177 Sq Ft
- Built 1940
3 Highland Ridge Ln, Rye, NY 10580

Last Sold Summary
- 23 Days On Market
Last Listing Agent Mary Ellen Byrne Julia B Fee Sothebys Int. Rlty

$3,275,000

Sold Jul 06, 2026

40 Wainwright St, Rye, NY 10580
- 4 Beds
- 4.5 Baths
- 2,397 Sq Ft
- Built 2015
Last Sold Summary
- 21% Above List Price
- $1,366/SF
- 11 Days On Market
Current Estimated Value $2,818,606

Last Listing Agent Mary Ellen Byrne Julia B Fee Sothebys Int. Rlty

40 Wainwright St, Rye, NY 10580

Est $2,756,333

Not Listed For Sale

14 Highland Pk Place, Rye, NY 10580
- 4 Beds
- 3.5 Baths
- 3,452 Sq Ft
- Built 1933
14 Highland Pk Place, Rye, NY 10580

Last Sold Summary
- 8 Days On Market
Last Listing Agent Elizabeth Jamison William Raveis-New York LLC

$4,925,000

Sold Apr 30, 2026

10 Hickory Dr, Rye, NY 10580
- 5 Beds
- 7 Baths
- 7,165 Sq Ft
- Built 2005
Last Sold Summary
- 1% Below List Price
- $687/SF
- 81 Days On Market
Current Estimated Value $4,939,729

Last Listing Agent Michael McCooey Compass Greater NY, LLC

10 Hickory Dr, Rye, NY 10580

Est $3,308,215

Not Listed For Sale

33 Mount Holly Dr, Rye, NY 10580
- 5 Beds
- 4.5 Baths
- 5,178 Sq Ft
- Built 1985
33 Mount Holly Dr, Rye, NY 10580

Last Sold Summary
- 17 Days On Market
Last Listing Agent Fiona Dogan Julia B Fee Sothebys Int. Rlty

$2,096,000

Sold Nov 25, 2025

75 Kenilworth Rd, Rye, NY 10580
- 8 Beds
- 6 Baths
- 9,711 Sq Ft
- Built 1915
Last Sold Summary
- $216/SF
- 85 Days On Market
Current Estimated Value $2,285,873

Last Listing Agent Daniel Aller Christie's Int. Real Estate

75 Kenilworth Rd, Rye, NY 10580

Est $2,956,836

Not Listed For Sale

5 Flagler Dr, Rye, NY 10580
- 5 Beds
- 7.5 Baths
- 6,339 Sq Ft
- Built 1984
5 Flagler Dr, Rye, NY 10580

Last Sold Summary
- 21 Days On Market
Last Listing Agent Fiona Dogan Julia B Fee Sothebys Int. Rlty

$300,000

Sold Jul 17, 2026

6 Davis Ave Unit A11, Rye, NY 10580
- 1 Bed
- 1 Bath
- 750 Sq Ft
- Built 1926
Last Sold Summary
- 2% Above List Price
- $400/SF
- 17 Days On Market
Current Estimated Value $292,000

Last Listing Agent Eugenio Sermoneta Houlihan Lawrence Inc.

6 Davis Ave Unit A11, Rye, NY 10580

Est $2,509,333

Not Listed For Sale

8 Pheasant Dr, Rye, NY 10580
- 4 Beds
- 3 Baths
- 4,358 Sq Ft
- Built 1985
8 Pheasant Dr, Rye, NY 10580

Last Sold Summary
- 10 Days On Market
Last Listing Agent Jamie Delaney Houlihan Lawrence Inc.

$1,995,000

Sold Apr 23, 2026

16 Boxwood Ln, Rye, NY 10580
- Land
- 1 Acre
- $1,995,000 per Acre
Last Sold Summary
- 8 Days On Market
Current Estimated Value $1,995,897

Last Listing Agent Kimberly Arenas Compass Greater NY, LLC

16 Boxwood Ln, Rye, NY 10580

Est $1,112,536

Not Listed For Sale

621 Purchase St, Rye, NY 10580
- 4 Beds
- 3.5 Baths
- 3,735 Sq Ft
- Built 1977
621 Purchase St, Rye, NY 10580

Last Sold Summary
- 123 Days On Market
Last Listing Agent Maria Fasciglione Houlihan Lawrence Inc.

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Rye, NY Homes

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