5729 Crestview Dr, Lady Lake, FL 32159
OFF MARKET

5729 Crestview Dr
Lady Lake, FL 32159

  • 4 Beds
  • 3 Baths
  • 3,168 sqft (on 0.61 acres)

$602,300

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $3,907/mo*
Refinance Your Home

$602,300

Trulia Estimate
as of May 21, 2026
Est. Refi. Payment $3,907/mo*
Refinance Your Home
4 Beds
3 Baths
3,168 sqft
(on 0.61 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

STUNNING 4/3 HOME located on an 18 hole Gated Golf Course and nearby the shores of Lake Griffin with CHAIN OF LAKES ACCESS. The exterior offers mature landscaping, solar ground lighting, and stunning gardens located on a 0.61 acre lot with Fairways to the East and West. Views and breezes coming off Lake Griffin welcome you as you pull onto the circular driveway. Home is wheelchair accessible with wide doorways. Casual elegant design to appreciate, open foyer, living room, dining room and gallery with polished, 24x24, Travertine Marble floors. French cut Travertine flooring in the kitchen, family room, laundry, and porch. Trompe l' oeil fine art ceilings by Dale Henry and professional art lighting. The Formal living room leads you through french doors to the screened porch with wonderful views of gardens and action on the #1 Green. Triple pocket sliding glass doors lead you back inside family room with a 13' window offering fabulous views and features a Grande fireplace. The Kitchen offers GE Monogram appliances, 7ft. coffee bar with built in Borsch coffee maker, and a movable granite island with a warming drawer. Other features include a 400 bottle capacity wine cellar, 2 NEW Trane AC units 09/2017. NEW ROOF IN 2018 (GAF Timberline architectural). The Community Swimming Pool, Country Club, Golfing, Tennis Courts, Fitness Center, etc can only be used by purchasing a Social or Golfing Membership.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 5729 Crestview Dr

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Types of Rooms: Walk In Closet, Dining RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: CarpetGated Entry
Security
Security System

Exterior Features

Exterior Home Features
Roof: TileExterior: Other, Stucco, BrickFoundation Type: SlabGardenPatioPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.61 acres

Building

Community rooms
Fitness Center
Fitness & Sports
Tennis Court

Price History for 5729 Crestview Dr

DatePriceEventSource
03/19/2020$466,000Sold
N/A
09/26/2019$472,900PriceChange
Agent Provided
07/13/2019$474,900Listed For SaleAgent Provided
05/03/2019$474,900ListingRemovedAgent Provided
04/03/2019$474,900PriceChange
Agent Provided
03/18/2019$485,000PriceChange
Agent Provided
12/12/2018$499,900Listed For SaleAgent Provided
09/28/2018$525,000ListingRemovedAgent Provided
05/24/2018$525,000Listed For SaleAgent Provided
02/02/2011$232,800Sold
N/A
02/02/2011$299,850Listed For SaleAgent Provided
12/11/2010$289,850ListingRemovedAgent Provided
12/04/2010$289,850PriceChange
Agent Provided
11/08/2010$294,850PriceChange
Agent Provided
09/10/2010$309,850PriceChange
Agent Provided
06/25/2010$389,850Listed For SaleAgent Provided
04/17/2010$424,900ListingRemovedAgent Provided
12/25/2009$424,900Listed For SaleAgent Provided
11/08/2009$424,900ListingRemovedAgent Provided
09/19/2009$424,900Listed For SaleAgent Provided
08/06/2009$424,900ListingRemovedAgent Provided
05/30/2009$424,900PriceChange
Agent Provided
03/05/2009$449,000PriceChange
Agent Provided
10/03/2008$469,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$4,565
Assessment$517,754
Home facts updated by county records

Comparable Sales for 5729 Crestview Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
39601 Harbor Hills Blvd, Lady Lake, FL
0.17
Single-Family Home
$509,000
08/25/25
4
2
2,889
39539 Harbor Hills Blvd, Lady Lake, FL
0.18
Single-Family Home
$450,000
11/20/25
3
2.5
2,303
6145 Spinnaker Loop, Lady Lake, FL
0.27
Single-Family Home
$625,000
03/26/26
4
3
3,294
39517 Hillrise Ln, Lady Lake, FL
0.29
Single-Family Home
$500,000
04/08/26
4
3
2,532
5903 Spinnaker Loop, Lady Lake, FL
0.29
Single-Family Home
$651,000
03/23/26
4
2.5
2,741
5349 Grove Mnr, Lady Lake, FL
0.18
Single-Family Home
$430,000
11/14/25
4
2
2,056
5414 Meadow Hill Loop, Lady Lake, FL
0.20
Single-Family Home
$670,000
09/04/25
3
2.5
2,807
6109 Spinnaker Loop, Lady Lake, FL
0.36
Single-Family Home
$624,000
10/24/25
3
3
2,938
5418 Meadow Hill Loop, Lady Lake, FL
0.18
Single-Family Home
$699,000
07/03/25
5
3.5
3,458
39644 Harbor Hills Blvd, Lady Lake, FL
0.27
Single-Family Home
$410,000
05/29/25
3
2
2,009

Assigned Schools

These are the assigned schools for 5729 Crestview Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Lady Lake

At least 90 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 78 % Say it's dog friendly

  • 77 % Say parking is easy

  • 70 % Say yards are well-kept

  • 69 % Say there's holiday spirit

  • 69 % Say it's quiet

  • 64 % Say kids play outside

  • 58 % Say people would walk alone at night

  • 48 % Say neighbors are friendly

  • 45 % Say there's wildlife

  • 41 % Say streets are well-lit

  • 41 % Say they plan to stay for at least 5 years

  • 40 % Say there are sidewalks

  • 32 % Say it's walkable to restaurants

  • 27 % Say there are community events

  • 22 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Sayuri Garcia Galvan
    "Peaceful and lots of green areas. The library and playground is close. The area is quiet, sometimes during the day it can be a bit noisy but it’s not pretty often. The area feels safe and neighbors are respectful. "
    0
    Flag
  • Alafler575
    "There are Lots of people walking their dogs. A dog park is nearby also. Everyone Seems very pet friendly! "
    0
    Flag
  • Neldaortiz
    "Children’s events, sports, farmers markets, the villages, the area is clean and safe. The parks are nice also"
    0
    Flag
  • Tina Whitt
    "Safe. Low crime. Beautiful open spaces and trees and parks. Safe to walk. Friendly neighborhood . The public middle school and high school is below average "
    0
    Flag
  • Alafler575
    "Great town. Safe and great neighbors. We love it here! Lots of community events for kids and adults. Lots of Store and supermarkets. "
    0
    Flag
  • Antonia T.
    "Clean, friendly, mainly Retirees live in this area..fun to visit and look at the scenery. A lot of different “sites” to see "
    10
    Flag
  • Kenny L.
    "i live in the area for 1 year now and i had no issues here yet,the schools are pretty good and the people are also friendly and there is alot of shopping areas everything is pretty close by and the area is pretty clean"
    9
    Flag
  • In2torres
    "This community is very friendly. People always say hello children play and go to community pool. Sometimes you see children riding their bicycles. Nice "
    4
    Flag
  • Sam
    "Villages schools are great. After living here for a year, it has its pros and cons. Pros, most of the older retired people are really good to kids when your at restaurants and shopping. Cons, your around 60-70% of 50 and older. Everyone that goes to the villages schools live up to hours from you. So friends sometimes make things more inconvenient commonly."
    27
    Flag
  • Adriana D. P.
    "Nice are to live , some petty crime ( teenagers) but overall is quiet and people friendly. Near shopping areas (around 2 miles) and the Villages and The Villages Charter School (8 miles)"
    0
    Flag
  • Thom P.
    "Living in Harbor Hills is the ultimate experience because you have a truly secure, gated community (with 24 hour security personnel) in a world class Golf Course community nestled in the Florida countryside."
    0
    Flag
  • Ken W.
    "Probably the most desirable Country Club non age restricted community in Central Florida! Just minutes from the Villages and two hospitals. Great for Doctors and their families."
    0
    Flag
  • Kennethsliker
    "Charitable community with upscale homes, beautiful club house and breath taking views of Lake Griffin "
    0
    Flag
  • Joeheritage
    "Wonderfull neighborhood with very little traffic, no thru street. Very upscale well cared for homes. Close to The Villages and shopping as well as lots of restaurants."
    0
    Flag
  • Vibe19
    "Harbor Hills is a quiet gated 'all age' community with superb walker/pet friendly neighborhoods, highly manicured common areas, great neighbors, activities, un-densely populated, not too close, not too far from all the restaurant/shopping venues of The Villages."
    0
    Flag

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5729 Crestview Dr, Lady Lake, FL 32159 is a 4 bedroom, 3 bathroom, 3,168 sqft single-family home built in 1995. This property is not currently available for sale. 5729 Crestview Dr was last sold on Mar 19, 2020 for $466,000. The current Trulia Estimate for 5729 Crestview Dr is $602,300.