102 Overlook Dr
Winter Haven, FL 33884
Cypress Gardens- 3 Beds
- 2 Baths
- 2,070 sqft (on 0.85 acres)
3 Beds
2 Baths
2,070 sqft
(on 0.85 acres)
Local Information
-- mins to
Description
READY IF YOU ARE ~ GREAT LOCATION ~ IMMEDIATE OCCUPANCY ~ CHARMING KEY WEST STYLING includes a covered front porch and a 25ft. lanai. This 3BD, (could be 4), 2BA home, on a ¾ (+) acre professionally landscaped site, is shaded by 6 Live Oaks. The REALLY BIG back yard, [fenced], provides plenty of privacy for little ones and pets or a pool if you'd prefer. Featuring a NEW septic system, NEW maintenance free vinyl siding, NEW Anderson thermo pane windows; NEW interior trim throughout, NEW Stainless Steel > refrigerator > range > dishwasher > micro wave, NEW, upscale, kitchen cabinets, NEW granite counters with counter-to-cabinet granite backsplashes, NEW, bathroom vanities and sinks, NEW toilets, NEW ceiling fans and lights, NEW wall-to-wall carpet in all BR's, and is NEWLY painted throughout. Are you tired of looking at 'cookie cutter' houses? Would you prefer something that isn't? Would you also like a yard that lets you breeeeeeath? If so, you should consider this really pretty Winter Haven property. Brokered And Advertised By: BY DESIGN REAL ESTATE SERVICES (255000565) Listing Agent: RHONDA MARTIN
102 Overlook Dr, Winter Haven, FL 33884 is a 3 bedroom, 2 bathroom, 2,070 sqft single-family home in Cypress Gardens, built in 1939. It last sold for $166,500 on Mar 23, 2015. It is currently off market. The Trulia Estimate is $372,700, with a rent estimate of $2,264/month.
Home Highlights
Parking
Garage
Outdoor
Porch, Patio, Deck
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 102 Overlook Dr
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Levels, Entrance, & Accessibility Stories: 1Floors: Tile, Carpet, Laminate |
Interior Details Number of Rooms: 8Types of Rooms: Dining Room, Family Room |
Appliances & Utilities Cable ReadyDishwasherMicrowaveRefrigerator |
Heating & Cooling Air ConditioningCooling System: Central |
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Exterior Home Features Roof: OtherDeckExterior: WoodFoundation Type: Retaining WallPatioPorch |
Parking & Garage GarageParking Space: 1Parking: Garage Detached |
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Year Built Year Built: 1939Year Updated: 1939 |
Property Type / Style Property Type: Single Family HomeArchitecture: Other |
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Units in Building: 1 |
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Lot Area: 0.85 acres |
Price History for 102 Overlook Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 03/23/2015 | $166,500 | Sold | N/A |
| 10/05/2014 | $169,900 | Listed For Sale | Agent Provided |
| 09/01/2014 | $164,900 | ListingRemoved | Agent Provided |
| 08/17/2014 | $164,900 | PriceChange | Agent Provided |
| 05/10/2014 | $179,900 | PriceChange | Agent Provided |
| 02/28/2014 | $199,900 | Listed For Sale | Agent Provided |
| 06/21/2013 | $72,000 | Sold | N/A |
| 05/31/2013 | $72,900 | Listed For Sale | Agent Provided |
| 04/13/2013 | $72,900 | ListingRemoved | Agent Provided |
| 03/26/2013 | $72,900 | PriceChange | Agent Provided |
| 02/26/2013 | $74,900 | PriceChange | Agent Provided |
| 01/25/2013 | $79,900 | Listed For Sale | Agent Provided |
| 11/07/2012 | $128,000 | ListingRemoved | Agent Provided |
| 09/19/2012 | $128,000 | Listed For Sale | Agent Provided |
| 03/23/2005 | $161,500 | Sold | N/A |
Market trends in Winter Haven
Last updated June 2026
Avg. sale price
$257K
Sale-to-List Price
98.2%
Price per sq ft
$158
$2MoM
Available listings
767
3MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $3,741 |
| Assessment | $298,979 |
Home facts updated by county records
Comparable Sales for 102 Overlook Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.08 | Single-Family Home | $326,000 | 10/21/25 | 3 | 2 | 1,858 | |
0.27 | Single-Family Home | $300,000 | 06/18/26 | 3 | 2.5 | 1,573 | |
0.12 | Single-Family Home | $333,000 | 10/10/25 | 3 | 2 | 1,601 | |
0.12 | Single-Family Home | $333,000 | 10/20/25 | 3 | 2 | 1,601 | |
0.22 | Single-Family Home | $377,000 | 11/26/25 | 3 | 2 | 2,054 | |
0.24 | Single-Family Home | $295,000 | 11/07/25 | 3 | 2 | 1,747 | |
0.27 | Single-Family Home | $300,000 | 06/22/26 | 3 | 2 | 1,573 | |
0.44 | Single-Family Home | $170,000 | 04/06/26 | 3 | 2 | 1,465 | |
0.28 | Single-Family Home | $270,000 | 07/30/25 | 3 | 2 | 1,628 | |
0.17 | Single-Family Home | $280,000 | 05/04/26 | 4 | 3 | 1,900 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 102 Overlook Dr.
What Locals Say about Cypress Gardens
At least 62 Trulia users voted on each feature.
88 % Say it's dog friendly
84 % Say parking is easy
81 % Say car is needed
76 % Say yards are well-kept
76 % Say it's quiet
75 % Say there's holiday spirit
56 % Say people would walk alone at night
50 % Say kids play outside
47 % Say they plan to stay for at least 5 years
45 % Say neighbors are friendly
42 % Say streets are well-lit
35 % Say there are sidewalks
30 % Say it's walkable to grocery stores
30 % Say there's wildlife
27 % Say there are community events
26 % Say it's walkable to restaurants
Sourced by Trulia users. Learn more about our methodology.
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