Cyndi Kight
The Real Estate Group
(757) 530-7020
58 Total Sales
1 in Sleepy Hole
$608,000 Price
121 Windy Point Dr Suffolk, VA 23435
Sleepy Hole Neighborhood
5
Beds
5.5
Baths
6,560
Sq Ft
5.84
Acre Lot
Highlights
- Community Boat Dock
- Deep Water Access
- 5.84 Acre Lot
- Home fronts navigable water
- River View
- Clubhouse
About This Home
As of May 2026Welcome to this exquisite Spanish-style waterfront estate which offers over 6,500 sq. ft. of timeless elegance on nearly 6 acres. Completely refreshed with a clay tile roof, new plywood, fresh paint, and renewed stucco. Inside, enjoy 5 en suite bedrooms including a main-level suite with handicap access and a lavish primary retreat featuring dual toilets, soaking tub, private bar/lounge, and adjacent gym or bonus room. The grand foyer opens to soaring ceilings, porcelain tile floors, and designer lighting that flows into spacious living and dining areas. The chef’s kitchen showcases custom cabinetry, Level 5 granite, premium stainless appliances, and a striking gold backsplash. Additional highlights include brand-new carpet, media room with bar and projector, two balconies with water views, 4-car garage, and full backup generator setup. Enjoy marina, clubhouse, community pool and pier, kayak launch. Boat slips available. No flood insurance required.
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $19,972
Year Built
- Built in 1996
Lot Details
- 5.84 Acre Lot
- Property fronts a marsh
- Home fronts navigable water
- River Front
- Cul-De-Sac
- Sprinkler System
HOA Fees
- $84 Monthly HOA Fees
Home Design
- Spanish Architecture
- Stucco Exterior Insulation and Finish Systems
Interior Spaces
- 6,560 Sq Ft Home
- 2-Story Property
- Bar
- Ceiling Fan
- 2 Fireplaces
- Gas Fireplace
- Entrance Foyer
- Home Office
- Utility Closet
- Utility Room
- River Views
- Crawl Space
- Home Security System
- Attic
Kitchen
- Breakfast Area or Nook
- Gas Range
- Microwave
- Dishwasher
- Disposal
Flooring
- Carpet
- Marble
- Ceramic Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom on Main
- En-Suite Primary Bedroom
- Walk-In Closet
- Jack-and-Jill Bathroom
- Dual Vanity Sinks in Primary Bathroom
- Hydromassage or Jetted Bathtub
Laundry
- Dryer
- Washer
Parking
- 3 Car Detached Garage
- Parking Available
- Garage Door Opener
- Driveway
Accessible Home Design
- Handicap Accessible
- Standby Generator
Outdoor Features
- Deep Water Access
- Balcony
- Deck
- Patio
- Gazebo
- Porch
Schools
- Northern Shores Elementary School
- John Yeates Middle School
- Nansemond River High School
Utilities
- Forced Air Zoned Heating and Cooling System
- Heat Pump System
- 220 Volts
- Electric Water Heater
- Septic System
- Cable TV Available
Community Details
Overview
- Bennetts Creek Landing Subdivision
Amenities
- Clubhouse
Recreation
- Community Boat Dock
- Community Boat Slip
- Community Pool
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Jan 19, 2026
Closed on
May 21, 2026
Sold by
Bought by
Seller's Agent
Robert Cunningham
Thrive Realty
Buyer's Agent
Robert Cunningham
Thrive Realty
List Price
$1,592,000
Sold Price
$1,425,000
Premium/Discount to List
-$167,000
-10.49%
Views
521
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
89.16%
Original Mortgage
$969,000
Outstanding Balance
$968,102
Interest Rate
6.37%
Mortgage Type
New Conventional
Estimated Equity
$650,648
Purchase Details
Closed on
Oct 30, 2024
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$1,090,800
Interest Rate
6.25%
Mortgage Type
New Conventional
Purchase Details
Closed on
Aug 17, 2012
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$867,500
Interest Rate
3.67%
Mortgage Type
New Conventional
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Sleepy Hole, VA
-
Cyndi Kight
-
Brad Rosenberg
Brad Rosenberg
Keller Williams Coastal Virginia Chesapeake
(757) 994-8389
90 Total Sales
1 in Sleepy Hole
$620,000 Price
-
Ellen Smith-Johnson
Ellen Smith-Johnson
COVA Home Realty
(757) 792-8460
121 Total Sales
1 in Sleepy Hole
$465,000 Price
-
Rachel Beasley
Rachel Beasley
KW Allegiance Shoreline
(757) 780-1420
263 Total Sales
14 in Sleepy Hole
$215K - $700K Price Range
-
Rhonda Vaughn
Rhonda Vaughn
Cherished Destiny Real Estate
(757) 720-7182
79 Total Sales
3 in Sleepy Hole
$300K - $439K Price Range
-
Mary Lawrence
Mary Lawrence
ERA Real Estate Professionals
(757) 703-7468
107 Total Sales
3 in Sleepy Hole
$365K - $487K Price Range
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Bargain Sale Deed | $1,425,000 | Fidelity National Title | |
| Bargain Sale Deed | $1,363,500 | Fidelity National Title | |
| Warranty Deed | $1,137,500 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $969,000 | New Conventional | |
| Closed | $1,090,800 | New Conventional | |
| Previous Owner | $996,000 | New Conventional | |
| Previous Owner | $100,000 | Credit Line Revolving | |
| Previous Owner | $867,500 | New Conventional |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 05/21/2026 05/21/26 | Sold | $1,425,000 | -8.1% | $217 / Sq Ft |
| 05/12/2026 05/12/26 | Pending | -- | -- | -- |
| 03/01/2026 03/01/26 | Price Changed | $1,550,000 | -2.6% | $236 / Sq Ft |
| 01/30/2026 01/30/26 | For Sale | $1,592,000 | 0.0% | $243 / Sq Ft |
| 01/30/2026 01/30/26 | Pending | -- | -- | -- |
| 01/19/2026 01/19/26 | For Sale | $1,592,000 | -- | $243 / Sq Ft |
Source: Real Estate Information Network (REIN)
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $20,423 | $1,866,600 | $446,000 | $1,420,600 |
| 2024 | $20,423 | $1,823,400 | $446,000 | $1,377,400 |
| 2023 | $19,903 | $1,745,100 | $446,000 | $1,299,100 |
| 2022 | $15,217 | $1,396,100 | $446,000 | $950,100 |
| 2021 | $14,524 | $1,308,500 | $405,500 | $903,000 |
| 2020 | $13,308 | $1,198,900 | $405,500 | $793,400 |
| 2019 | $13,308 | $1,198,900 | $405,500 | $793,400 |
| 2018 | $12,359 | $1,121,500 | $405,500 | $716,000 |
| 2017 | $12,000 | $1,121,500 | $405,500 | $716,000 |
| 2016 | $12,000 | $1,121,500 | $405,500 | $716,000 |
| 2015 | $6,196 | $1,121,500 | $405,500 | $716,000 |
| 2014 | $6,196 | $1,121,500 | $405,500 | $716,000 |
Source: Public Records
Agents Affiliated with this Home
-
Robert Cunningham
Seller's Agent in 2026
Robert Cunningham
Thrive Realty
(757) 536-6671
2 in this area
58 Total Sales
Map
Source: Real Estate Information Network (REIN)
MLS Number: 10616955
APN: 304313200
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