For sale

$286,000

Est. $1,995/mo —

•

1,429

sq ft

575 Saint Andrews Rd, Winter Haven, FL 33884

About this home

Golf Course Living with Total Peace of Mind! Welcome to your worry-free oasis on the green. Nestled within this beautiful, gated community of Cypresswood Golf and Country Club, this beautifully maintained 2-bedroom, 2-bathroom golf-front home offers the perfect blend of active resort living and quiet tranquility. Imagine waking up, stepping onto your private patio, and sipping your morning coffee while looking out over pristine, rolling fairway. What truly sets this home apart is that every major expense has already been taken care of for you. You can move in with absolute confidence, knowing you won't have to worry about costly upgrades or repairs for years to come. Recent premium updates include: •Brand New HVAC System (2024): Brand new inside and out for peak energy efficiency. •New Roof & Structural Updates (2022): Completely replaced roof, overhang, and facia boards. •Total Peace of Mind (2021): The entire home was fully re-plumbed. •Modern Conveniences: Updated kitchen and bathroom fixtures, a new garage •Modern Conveniences: Updated kitchen and bathroom fixtures, a new garage door opener, a new garbage disposal, and upgraded GFCI outlets. Storage is never an issue with the massive 23x23 oversized garage—offering ample space for your vehicles, workshop, and of course, your golf cart. Opportunities in Cypresswood like this do not last long. Don’t wait to start living your dream golf-course lifestyle—call today to schedule your private showing!

Walk-Up

Single-familyProperty Type

1988Year Built

6,120 sq ftLot Size

$200Price/Sq.Ft.

$136/moHOA Dues

2 car garageParking

Listed by Elaine Sanders • HOUSE OF GLASS REAL ESTATE PM

Contact: 863-940-3756

Listing updated: Oct 9, 2026 at 09:39pm

Redfin checked: 3 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #L4965545

Payment calculator

$1,995 per month

Principal and interest$1,580

Property taxes

HOA dues

Home insurance

Utilities

5 minutes to get started. No credit impact.

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Open houses

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Around this home

Schools

K - 12
Preschool & daycare

Elbert Elementary School

Public PreK-5 • Assigned • 3.7mi

3/10

Denison Middle School

Public 6-8 • Assigned • 4.8mi

3/10

Winter Haven Senior High School

Public 9-12 • Assigned • 4.6mi

3/10

Provided by GreatSchools

About Cypresswood Country

Club

Cypresswood Country Club, located between Cypress Gardens Boulevard and Spirit Lake Road, is a golf-course and lakeside Winter Haven neighborhood with fairway views and winding cul-de-sacs. The streets read as low-slung Florida ranch homes and newer builds framed by palms, ponds, and cart paths. The neighborhood’s character concentrates around the Cypresswood Golf & Country Club clubhouse, where tee times, patio tables, and bag-drop traffic set the daily rhythm. For a local night out, Grove Roots Brewing Co., Theatre Winter Haven, and the Winter Haven Farmers Market act as familiar community pillars. Nearby lakes and the Chain of Lakes Trail shape a walk-and-ride lifestyle. Shopping and dining cluster along Cypress Gardens Boulevard without changing the quiet, residential feel.

Provided by Walk Score and Local Logic

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Attic ventilator
Ceiling fan(s)
Living room/dining room combo
Solid wood cabinets
Thermostat
Walk-in closet(s)

Bedrooms
2 bedrooms

Bathrooms
2 full bathrooms

Kitchen
Dishwasher
Disposal
Exhaust fan
Ice maker
Microwave
Range
Range hood
Refrigerator
Gas water heater

Laundry & utility
Laundry in garage

Flooring
Carpet
Ceramic tile

Heating & cooling
Central heating
Central air

Sale and tax history for 575 Saint Andrews Rd

Sale History
Tax History

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #L4965545

Oct 5, 2026

Listed

$286,000

$200/sq ft

Stellar MLS as Distributed by MLS Grid #P4923936

Mar 17, 2023

Sold

$250,000

$175/sq ft

Feb 25, 2023

Pending

—

Feb 8, 2023

Price Changed

$249,900

$175/sq ft

Jan 20, 2023

Price Changed

$269,900

$189/sq ft

Dec 26, 2022

Listed

$279,900

$196/sq ft

Motivated Sellers!, Here's what you've been looking for! 2 Bedroom 2 Bath Patio Home in Gated Cypresswood Overlooking the beautiful views of the 11th Fairway! This home is ready for you to make it your own! Plenty of room and the screened in Lanai overlooks the Golf Course. Nice sized Garage, No worries here as a brand-new roof was installed December of 2022!, Brick Paver driveway and sidewalk lead to the front door! Close to area attractions, Medical and Shopping, A great place to live & Play!. Call today for a showing! All measurements are approximate and listing information is to be verified by the Buyer and or Buyers Agent.

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

6,120 Sq. Ft.

Year renovated

1988

Finished Sq. Ft.

1,429

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,429

Year built

1988

Style

Single Family Residential

County

Polk County

APN

272829000000043260

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Nov 12, 2026.

PUD 72-2

Residential Medium District

The purpose of the RM district is to provide areas for medium density residential development within urban areas. The RM district permits single-family dwelling units, duplex units, multi-family units, group living facilities, and community facilities.

Zone overlays

RES DEV

Permitted uses

Include but are not limited to:

Agriculture
Housing-Single unit
Housing-Multiple units
Infrastructure

Apr 24, 2024 • Final

Mechanical

Replace the existing heating and air conditioning system.

HVAC

Dec 7, 2022 • Final

Re-roof

Tear off the existing roof and install a new roof on a building.

Roofing

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

5/10 Fire Factor

4% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 108° expected this year, 24 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Winter Haven, FL • 33884

Average low and high temperatures (°F)

70°

48°

78°

55°

82°

60°

86°

64°

92°

71°

93°

74°

94°

75°

92°

76°

90°

74°

85°

68°

80°

60°

76°

56°

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

86/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.1 hrs

6.2 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 575 Saint Andrews Rd

$278,220

$7,780 under list price of $286K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $172K to $340K.

SOLD APR 28, 2026
$195,000 Last sold price
2 beds2 baths1,258 sq ft
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$45/sq ft
larger lot
9 years older
SOLD NOV 9, 2026
$172,000 Last sold price
2 beds2 baths1,204 sq ft
450 Sandestin Dr, Winter Haven, FL 33884
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larger lot
2 years older
SOLD SEP 4, 2026
$340,000 Last sold price
3 beds2 baths2,045 sq ft
1819 Sandhill Ln, Winter Haven, FL 33884
$34/sq ft
larger lot
14 years newer
BOUGHT WITH REDFIN JUL 8, 2026
$305,000 Last sold price
3 beds2 baths1,964 sq ft
318 Greenfield Rd, Winter Haven, FL 33884
$45/sq ft
larger lot
7 years older
SOLD NOV 3, 2026
$218,000 Last sold price
2 beds2 baths1,286 sq ft
617 Wexford Ct, Winter Haven, FL 33884
$30/sq ft
7 years older
SOLD JUL 10, 2026
$253,000 Last sold price
2 beds2 baths1,660 sq ft
460 Pinehurst Ct, Winter Haven, FL 33884
$48/sq ft
larger lot
8 years older

Rental earnings

Est. $1,946 per month, based on comparable rentals

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