$1,521,700
- 5 Beds
- 5 Baths
- 3,922 sqft (on 0.39 acres)
5939 BLAKEFORD DRIVE, Windermere, FL 34786
Est. Refi. Payment $10,810/mo*
Refinance Your HomeCurrently Off Market - Sold Mar 19, 2025 for $1,555,000
Home Value
Trulia Estimate
$1.52MSince last month
Decreased$11K (-0.7%)Since last year
Decreased$19K (-1.2%)Since last sale
Decreased$32K (-2.1%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +68% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $1.52M |
| August 2026 | $1.52M |
| July 2026 | $1.53M |
| June 2026 | $1.54M |
| May 2026 | $1.53M |
| April 2026 | $1.52M |
| March 2026 | $1.5M |
| February 2026 | $1.51M |
| January 2026 | $1.52M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.14 | Single-Family Home | $1,550,000 | 06/11/26 | 5 | 5 | 3,520 | |
0.06 | Single-Family Home | $2,000,000 | 06/24/26 | 4 | 4 | 3,906 | |
0.09 | Single-Family Home | $1,400,000 | 04/08/26 | 5 | 3 | 3,013 | |
0.39 | Single-Family Home | $1,335,000 | 05/11/26 | 5 | 4.5 | 4,257 | |
0.24 | Single-Family Home | $1,375,000 | 12/17/25 | 4 | 4 | 3,813 | |
0.31 | Single-Family Home | $1,675,000 | 11/12/25 | 4 | 4 | 4,240 | |
0.31 | Single-Family Home | $1,650,000 | 02/17/26 | 6 | 4 | 3,894 | |
0.39 | Single-Family Home | $1,600,000 | 01/13/26 | 5 | 4.5 | 5,704 | |
0.38 | Single-Family Home | $1,875,000 | 07/24/26 | 4 | 4.5 | 4,013 | |
0.28 | Single-Family Home | $2,100,000 | 08/14/26 | 4 | 4.5 | 4,257 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.06 | $2,000,000 | 4 | 4 | 3,906 | Recently Sold | |
0.05 | $1,431,100 | 4 | 3 | 2,996 | Off Market | |
0.09 | $2,087,200 | 4 | 4 | 3,985 | Off Market | |
0.10 | $1,385,300 | 5 | 4 | 3,530 | Off Market | |
0.09 | $1,400,000 | 5 | 3 | 3,013 | Recently Sold | |
0.14 | $1,478,300 | 5 | 3.5 | 3,494 | Off Market | |
0.13 | $1,065,300 | 5 | 3.5 | 2,976 | Off Market | |
0.14 | $1,550,000 | 5 | 5 | 3,520 | Recently Sold | |
0.15 | $1,104,900 | 3 | 3 | - | Off Market | |
0.14 | $988,800 | 3 | 2.5 | 2,614 | Off Market | |
0.16 | $1,265,000 | 4 | 3 | 2,937 | Recently Sold |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1999
0.39 acre lot
3,922 sqft
$388/sqft
Garage
HOA $277/mo
About this House
Beautiful Victorian style home with gorgeous pond and golf views has been nicely updated...and it’s ready for a new family to enjoy!!!! This home is located overlooking the 13th hole in the desirable golf community of Keene's Pointe, home of the Jack Nicklaus designed Golden Bear Club! 24 Hour guard gated community !This home features 5 bedrooms and 5 full baths. Walking into the front door, you will be welcomed by high ceilings, curved stairs with an impressive chandelier and a warm formal and dining area.The chefs size kitchen has been beautifully renovated with top of the line stain steel appliances, a wall oven and a massive island perfect for entertaining. The Primary bedroom is downstairs with a custom designed closet to help organize and a bathroom with a soaking tub and separate shower. Upstairs you will find a very spacious room perfect for a playroom or movie theater and 4 bedrooms with 2 bathrooms. Decorative crown moulding throughout the home. Enjoy swimming in this beautiful pool overlooking the water, and imagine peaceful evenings just sitting on this patio with a glass of wine watching Florida’s beautiful sunsets. "Roof was replaced two years ago, One HVAC Unit was replaced on 2024, Two Gas Water Heaters were replace on 2025"
5939 BLAKEFORD DRIVE, Windermere, FL 34786 is a 5 bedroom, 5 bathroom, 3,922 sqft single-family home built in 1999. It last sold for $1,555,000 on Mar 19, 2025 (6% below the $1,650,000 asking price). More recently, it was listed as a rental in November 2017 with an asking price of $5,500 per month. That rental listing was removed on March 20, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,521,700.
Last check for updates: about 17 hours ago
Listed by Daniela Ledo, (407) 844-5069
B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE, (321) 297-7264
Oscar Rodriguez, (321) 297-7264
B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE, (321) 297-7264
Bought with: Oscar Rodriguez, (321) 297-7264, B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE, (321) 297-7264
Co-Buyer's Agent: Daniela Ledo, (407) 844-5069, B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE, (321) 297-7264
Originating MLS: Osceola
Source: Stellar MLS, MLS#S5115840

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
Home Details for 5939 BLAKEFORD DRIVE
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Interior Details Number of Rooms: 8Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 5, Bathroom 4, Kitchen, Living Room, Office |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 5 |
Dimensions and Layout Living Area: 3922 Square Feet |
Appliances & Utilities Utilities: Cable Available, Cable Connected, Electricity Available, Electricity Connected, Sprinkler MeterAppliances: Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Freezer, Range, Range Hood, Refrigerator, Washer, Wine RefrigeratorDishwasherDisposalDryerLaundry: Laundry RoomRefrigeratorWasher |
Heating & Cooling Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central |
Fireplace & Spa Fireplace: GasSpa: Heated, In GroundHas a FireplaceHas a Spa |
Gas & Electric Has Electric on Property |
Windows, Doors, Floors & Walls Flooring: Ceramic Tile, Hardwood |
Levels, Entrance, & Accessibility Stories: 2Number of Stories: 2Levels: TwoFloors: Ceramic Tile, Hardwood |
View Has a ViewView: Golf Course, Water, Pond |
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Exterior Home Features Roof: ShinglePatio / Porch: Covered, Patio, ScreenedVegetation: Trees/LandscapedExterior: Balcony, Garden, Irrigation System, LightingFoundation: Block, SlabGardenHas a Private Pool |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageParking Spaces: 3Parking: Garage |
Pool Pool: In GroundPool |
Frontage Waterfront: Pond AccessRoad Surface Type: Asphalt, ConcreteNot on Waterfront |
Water & Sewer Sewer: Septic Tank |
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Cumulative Days on Market: 65 |
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Year Built Year Built: 1999 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Victorian |
Building Construction Materials: HardiPlank TypeNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty |
Property Information Parcel Number: 292328407400190 |
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Price List Price: $1,650,000 |
Status Change & Dates Off Market Date: Tue Mar 04 2025Possession Timing: Negotiable |
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MLS Status: Sold |
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Direction & Address City: WINDERMERECommunity: KEENES POINTE |
School Information Elementary School: Windermere ElemJr High / Middle School: Bridgewater MiddleHigh School: Windermere High School |
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Building Area Building Area: 5266 Square Feet |
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Community Features: Clubhouse, Community Mailbox, Deed Restrictions, Gated Community - Guard, Golf Carts OK, Golf, Park, Playground, SidewalksNot Senior Community |
Other Playground |
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HOA Fee Includes: 24-Hour Guard, TrashHOA Name: Leland ManagementHOA Phone: 407-909-9099Association for this Listing: OsceolaHas an HOAHOA Fee: $277/Monthly |
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Lot Area: 0.39 acres |
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Special Conditions: None |
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Listing Terms: Cash, Conventional |
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Business Information Ownership: Fee Simple |
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Mls Number: S5115840Water ViewWater View: Water, PondShowing Requirements: Appointment Only, ShowingTimeUniversal Property Id: US-12095-N-292328407400190-R-N |
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HOA Amenities: Gated,Park,Playground,Recreation Facilities,Security |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Mar 19, 2025 Source: Stellar MLS #S5115840 | Sold | $1,555,000 |
Mar 5, 2025 Source: Stellar MLS #S5115840 | Pending | $1,650,000 |
Feb 20, 2025 Source: Stellar MLS #S5115840 | PendingToActive | $1,650,000 |
Jan 16, 2025 Source: Stellar MLS #S5115840 | Pending | $1,650,000 |
Dec 20, 2024 Source: Stellar MLS #S5115840 | PriceChange | $1,650,000 Price decreased by 4% |
Dec 18, 2024 Source: Stellar MLS #S5115840 | PriceChange | $1,725,000 Price decreased by 4% |
Nov 18, 2024 Source: Stellar MLS #S5115840 | Listed For Sale | $1,795,000 |
Dec 30, 2019 Source: N/A | Sold | $780,000 |
Nov 16, 2019 Source: Agent Provided | Pending | $819,900 |
Nov 1, 2019 Source: Agent Provided | PriceChange | $819,900 Price decreased by 1% |
Oct 7, 2019 Source: N/A | Listed For Sale | $829,000 |
Mar 20, 2018 Source: Agent Provided | ListingRemoved | $5,500 |
Feb 12, 2018 Source: Agent Provided | ListingRemoved | $869,000 |
Nov 10, 2017 Source: Agent Provided | Listed For Rent | $5,500 |
Aug 28, 2017 Source: Agent Provided | PriceChange | $869,000 Price decreased by 3% |
Jul 21, 2017 Source: Agent Provided | PriceChange | $899,000 Price decreased by 3% |
May 31, 2017 Source: Agent Provided | PriceChange | $925,000 Price decreased by 3% |
Mar 16, 2017 Source: Agent Provided | PriceChange | $950,000 Price decreased by 4% |
Feb 16, 2017 Source: Agent Provided | Listed For Sale | $990,000 |
Jan 10, 2000 Source: N/A | Sold | $623,900 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $17,996 | $1,305,927 |
Home facts updated by county records
Market trends in Windermere
Last updated August 2026
Avg. sale price
$856K
$41.5KMoM
Sale-to-List Price
96.8%
0.4%MoM
Price per sq ft
$297
$5MoM
Available listings
274
22MoM
Around this home
What Locals Say about Windermere
At least 271 Trulia users voted on each feature.
93 % Say it's dog friendly
92 % Say there are sidewalks
87 % Say car is needed
87 % Say parking is easy
81 % Say people would walk alone at night
80 % Say it's quiet
80 % Say there's holiday spirit
78 % Say kids play outside
75 % Say streets are well-lit
64 % Say yards are well-kept
60 % Say they plan to stay for at least 5 years
59 % Say it's walkable to grocery stores
56 % Say there's wildlife
55 % Say it's walkable to restaurants
54 % Say neighbors are friendly
40 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections

Frequently asked questions about 5939 BLAKEFORD DRIVE
- What is 5939 BLAKEFORD DRIVE estimated to be worth?Trulia's estimated value for 5939 BLAKEFORD DRIVE in Windermere, FL is $1,521,700.
- What is the price history for 5939 BLAKEFORD DRIVE?5939 BLAKEFORD DRIVE in Windermere, FL last sold for $1,555,000 in March 2025.
- Is Windermere a buyer's or seller's market?Windermere is currently a balanced market, based on recent for-sale activity.
- What's the median sale price in Windermere?The median sale price in Windermere is $856K. That is up $41.5K from the prior month.
- Does 5939 BLAKEFORD DRIVE have air conditioning?Yes, 5939 BLAKEFORD DRIVE in Windermere, FL has air conditioning.
- Does 5939 BLAKEFORD DRIVE have a pool?Yes, 5939 BLAKEFORD DRIVE in Windermere, FL has a pool.