38 Mathews Rd
Wainscott, NY 11975
8 Beds
12 Baths
25,000 sqft (on 25 acres)
8 Beds
12 Baths
25,000 sqft
(on 25 acres)
Local Information
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Description
Privately tucked away on a 25-acreA± peninsula fronting Georgica Pond, Burnt Point is a world-class waterfront estate redefining luxury living. Breathtaking in scale and setting, this 25,000 SFA± architectural masterpiece offers sweeping water views on three sides-capturing the tranquil beauty across Georgica Pond down to the Atlantic Ocean-and features over 2,000 feetA± of direct water frontage, along with a private dock and boathouse. Designed by renowned architect Francis Fleetwood and featured in Architectural Digest, the home was built with steel frame construction to the highest standards of craftsmanship. A long, gated driveway leads to a grand entrance with a covered porte cochere. Inside, the interiors curated by Brian O'Keefe and designer Marjorie Shushan evoke timeless elegance, with a recent reimagination by Michael Smith. Detailed with 200-year-old antique oak flooring, six stone fireplaces, and distinctive arched doorways. No two rooms are alike, and nearly every space is graced with panoramic water views. The estate includes a five-bedroom main residence and a fully self-contained, three-bedroom guest wing connected by a Cotswold stone breezeway. With 10 full bathrooms, 4 half baths, and two working elevators, the home is both spacious and thoughtfully functional. Amenities include a stunning waterside infinity-edge pool with waterfall spa, sunken Har Tru tennis court with viewing pavilion, screened outdoor dining area with limestone flooring and built-in barbecue, and extensive terraces crafted from European sandstone and Cotswold stone. Manicured lawns stretch to the water's edge, while a professional greenhouse, multiple garages accommodating up to 10 vehicles, and underground tunnels linking mechanical systems exemplify the estate's unmatched infrastructure. Just minutes from the East Hampton Airport and ocean beaches. This is more than a home; it's a legacy property and a rare Hamptons retreat where elegance meets serenity.
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Home Highlights
Parking
Attached Garage
Outdoor
Pool
A/C
Cooling only
HOA
None
Price/Sqft
$2,700
Listed
59 days ago
Last check for updates: about 12 hours ago
Listing by: Compass, (631) 324-1700
Ed Petrie - Associate Real Estate Broker, (516) 885-9365
Source: Out East, MLS#388212
Home Details for 38 Mathews Rd
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Interior Details Basement: Yes |
Beds & Baths Number of Bedrooms: 8Number of Bathrooms: 14Number of Bathrooms (full): 10Number of Bathrooms (half): 4 |
Dimensions and Layout Living Area: 25000 Square Feet |
Heating & Cooling Has CoolingAir Conditioning: Central AirNo Heating |
Fireplace & Spa Has a FireplaceNo Spa |
View Has a ViewView: Water |
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Exterior Home Features Exterior: Tennis Court(s)Has a Private Pool |
Parking & Garage No CarportHas a GarageHas an Attached GarageParking: GarageAttached |
Pool Pool: HeatedPool |
Frontage WaterfrontWaterfront: WaterfrontFrontage Type: WaterfrontOn Waterfront |
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Days on Market: 59 |
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Year Built Year Built: 2000 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Building Building: Tennis Court(s)Not a New Construction |
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Price List Price: $67,500,000Price Per Sqft: $2,700 |
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MLS Status: Active |
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Direction & Address City: Wainscott |
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Listing Agent Listing ID: 388212 |
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Building Area Building Area: 25000 Square Feet |
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Lot Area: 25 Acres |
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Market trends in Wainscott
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
8
2MoM
Price History for 38 Mathews Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 04/15/2026 | $67,500,000 | Listed For Sale | Out East #388212 |
| 03/24/2026 | $67,500,000 | ListingRemoved | Out East #388212 |
| 04/28/2025 | $67,500,000 | Listed For Sale | Out East #388212 |
| 02/03/2005 | $39,250,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $263,200 |
Home facts updated by county records
Comparable Sales for 38 Mathews Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.60 | Single-Family Home | $23,500,000 | 07/17/25 | 7 | 10 | 7,000 | |
0.41 | Single-Family Home | $5,100,000 | 03/09/26 | 7 | 8.5 | 7,000 | |
1.47 | Single-Family Home | $18,500,000 | 02/04/26 | 7 | 10.5 | 12,500 | |
0.75 | Single-Family Home | $7,600,000 | 11/21/25 | 5 | 4.5 | 4,200 | |
1.02 | Single-Family Home | $6,800,000 | 01/29/26 | 5 | 6 | 7,784 | |
1.26 | Single-Family Home | $11,300,000 | 12/22/25 | 6 | 8 | 7,000 | |
1.41 | Single-Family Home | $26,350,000 | 10/09/25 | 11 | 16 | 20,014 |
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Assigned Schools
These are the assigned schools for 38 Mathews Rd.
- East Hampton High School
- 9-12
- Public
- 952 Students
7/10GreatSchools RatingParent Rating AverageEast hampton is a very good school.If you need help the guidance counselors will help.It is easy to make friends and it’s a pretty good size school and it’s pretty easy to navigate around it.The teachers and amazing and there are many after school activities wParent Review5y ago - East Hampton Middle School
- 6-8
- Public
- 284 Students
6/10GreatSchools RatingParent Rating AverageI could not have found a better educational experience for my children. The teachers are excellent. The principal is amazing. The programs challenging. The building provides a nurturing environment for all children to thrive.Parent Review15y ago - Wainscott School
- PK-5
- Public
- 20 Students
8/10GreatSchools RatingParent Rating AverageJohn M. Marshall is the best. I think this school would be 9 or 10.Other Review14y ago 
Check out schools near 38 Mathews Rd.
What Locals Say about Wainscott
At least 1 Trulia users voted on each feature.
100 % Say car is needed
100 % Say there's holiday spirit
75 % Say people would walk alone at night
75 % Say it's quiet
67 % Say yards are well-kept
60 % Say they plan to stay for at least 5 years
50 % Say streets are well-lit
50 % Say it's walkable to grocery stores
50 % Say there are sidewalks
33 % Say it's dog friendly
33 % Say there's wildlife
33 % Say kids play outside
33 % Say neighbors are friendly
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Agent Phone: (516) 885-9365
38 Mathews Rd, Wainscott, NY 11975 is a 8 bedroom, 14 bathroom, 25,000 sqft single-family home built in 2000. This property is currently available for sale and was listed by Out East on Apr 15, 2026. The MLS # for this home is MLS# 388212.