Vintage homes for sale & real estate in 33844, FL

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NEW 13 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 33844, FL:
INVESTMENT OPPORTUNITY in Haines City! Located at 1800 N 12th St, this income-producing property offers THREE RENTAL UNITS, all currently tenant occupied and generating immediate rental income. The property consists of a detached 1-bedroom, 1-bath single-family home plus a duplex featuring two additional 1-bedroom, 1-bath units. Each unit is currently rented for $900 per month, producing a combined gross rental income of $2,700 per month or $32,400 annually. This multi-unit setup provides an attractive opportunity for investors looking to expand their Central Florida rental portfolio or buyers interested in a property with multiple income streams. Conveniently located in Haines City with ac

$259,000

3 beds3 baths1,211 sq ft

1800 N 12th St, Haines City, FL 33844

Three rental units • Access to shopping • 4,809 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in 33844, FL:
Welcome home to this beautifully updated residence offering the perfect blend of * * comfort, space, character, and location * * . With just under 1,800 square feet of living space, this inviting home features an open floor plan, split-bedroom layout, neutral finishes, and thoughtful updates throughout. Step inside to discover wood-look laminate flooring throughout the main living areas, comfortable carpeting in the bedrooms, and a spacious great room highlighted by a * * wood-burning fireplace framed with beautiful flagstone accents * * . The open dining area flows naturally into the kitchen, creating an ideal space for everyday living and entertaining. The updated kitchen features a

$315,000

3 beds2 baths1,797 sq ft

1607 N 18th St, Haines City, FL 33844

Flagstone accents • Open patio • Walk in closets

ABOUT THIS HOME
Vintage Home for sale in 33844, FL:
INVESTMENT OPPORTUNITY IN HAINES CITY! This 2-bedroom, 1-bath home offers an excellent opportunity for investors looking to add an income-producing property to their portfolio. The home is currently tenant occupied, providing immediate rental income for the new owner. Recent improvements include a newer roof, updated electrical and electrical panel, and updated flooring. The home utilizes window AC units and offers a functional layout with approximately 804 square feet of living space. Conveniently located near downtown Haines City, US 27, shopping, dining, and major roadways with easy access to I-4. Whether you are expanding an existing rental portfolio or looking for your next investment

$134,900

2 beds1 bath584 sq ft

69 Cedar St, Haines City, FL 33844

Updated electrical • Newer roof • Updated flooring

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in 33844, FL:
Your Florida lifestyle starts here! This inviting 3-bedroom, 2-bath home in Haines City offers a comfortable layout, flexible spaces, and the kind of backyard that makes staying home feel like a getaway. The kitchen is equipped with stainless steel appliances and opens to the home’s living spaces, while a bonus room gives you the freedom to create a home office, playroom, hobby space, or whatever fits your needs. Step outside and discover your own private retreat. The fenced backyard provides a great setting for gatherings, pets, relaxing, and outdoor fun, with a private pool ready for sunny Florida days and weekend entertaining. Conveniently located near schools, shopping, and everyd

$350,000

3 beds2 baths1,107 sq ft

128 S 7th St, Haines City, FL 33844

Flexible spaces • Private pool • Bonus room

ABOUT THIS HOME
Vintage Home for sale in 33844, FL:
Amazing opportunity in Haines City! This 3-bedroom, 1-bath home offers NO HOA, a fully fenced yard, and a convenient location close to shopping, dining, and major roadways. Inside, you'll find a functional open layout with vinyl flooring throughout, a spacious primary bedroom, two additional bedrooms, and a bathroom featuring a tiled shower and updated vanity. The covered front porch adds a welcoming touch, while the screened-in back porch provides the perfect spot to relax and enjoy the Florida weather. With plenty of outdoor space, added privacy, and no HOA restrictions, this property offers great potential for homeowners or investors alike. Schedule your private showing today! CASH ONLY.

$110,000

3 beds1 bath500 sq ft

1239 Avenue K, Haines City, FL 33844

Covered front porch • Open layout • Convenient location

Property at 419 N 8th St, Haines City, FL 33844, 2 beds, 1 bath

$139,900

2 beds1 bath832 sq ft

419 N 8th St, Haines City, FL 33844

Property at 508 Alta Vista Dr, Haines City, FL 33844, 4 beds, 3 baths

$389,900

4 beds3 baths2,664 sq ft

508 Alta Vista Dr, Haines City, FL 33844

Property at 205 Tennessee St, Haines City, FL 33844, 3 beds, 2 baths

$264,990

3 beds2 baths1,160 sq ft

205 Tennessee St, Haines City, FL 33844

Property at 408 Mckay Dr, Haines City, FL 33844, 4 beds, 2 baths

$225,000

4 beds2 baths2,136 sq ft

408 Mckay Dr, Haines City, FL 33844

Property at 900 N 30th St, Haines City, FL 33844, 5 beds, 2 baths

$294,999

5 beds2 baths1,352 sq ft

900 N 30th St, Haines City, FL 33844

Property at 1890 Tyner Rd, Haines City, FL 33844, 5 beds, 3 baths

$580,000

5 beds3 baths2,358 sq ft

1890 Tyner Rd, Haines City, FL 33844

Property at 103 Gordon Dr, Haines City, FL 33844, 3 beds, 1 bath

$235,000

3 beds1 bath1,319 sq ft

103 Gordon Dr, Haines City, FL 33844

Property at 1813 Robinson Dr, Haines City, FL 33844, 3 beds, 1 bath

$145,000

3 beds1 bath1,418 sq ft

1813 Robinson Dr, Haines City, FL 33844

Property at 1414 Johns Ave, Haines City, FL 33844, 4 beds, 2 baths

$409,900

4 beds2 baths1,584 sq ft

1414 Johns Ave, Haines City, FL 33844

Property at 4011 E Robinson Dr, Haines City, FL 33844, 3 beds, 1 bath

$300,000

3 beds1 bath1,260 sq ft

4011 E Robinson Dr, Haines City, FL 33844

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NEW 4 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 33844, FL:
Investor's dream or handyman special with plenty of potential! This 2-bedroom, 2-bath home offers 1,776 square feet of living space, including a bonus room with a bathroom. Enjoy a spacious 15-by-24 foot screened back porch, and an above-ground pool, and a view of Lake Elbert from the front driveway. With a little TLC, this property is ready to make your own or unlock its investment potential in desirable area of Winter Haven.

$200,000

2 beds2 baths1,776 sq ft

104 13th St SE, Winter Haven, FL 33880

Screened back porch • View of lake elbert • Corner unit

NEW 9 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 33844, FL:
Virtually Staged. Welcome to 1841 5th Street SE in Winter Haven, Florida, a well-maintained 3 bedroom, 2 bath home offering approximately 1,917 square feet of living space with a combination of practical upgrades, comfortable indoor living, and versatile outdoor space. One of the standout advantages is NO HOA, offering added ownership flexibility for buyers and investors alike. Whether you're searching for a primary residence, second home, or potential long-term rental addition to your portfolio, this property presents an appealing opportunity, subject to applicable rental and local regulations. Several important improvements have already been completed, including a roof replaced in 2026, i

$339,000

3 beds2 baths1,917 sq ft

1841 5th St SE, Winter Haven, FL 33880

Irrigation updated • Water heater • Newer carpeting

NEW 12 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 33844, FL:
Rental income from day one in Winter Haven! This 3 bedroom, 1 bath home near downtown has a tenant in place through September 30, 2027, paying $1,350 per month, giving an investor a predictable return from the day they close. Inside, you'll find an updated kitchen, central AC, and a fireplace that adds character to the main living area. Outside, the property sits on a quarter acre lot with a screened front patio, a backyard deck, and a large fenced backyard, which makes the home appealing to future tenants and a future owner-occupant alike. The location is close to downtown Winter Haven, with dining, shopping, and the area's lakes nearby. Lease and rent history are available on request. Sho

$175,000

3 beds1 bath1,056 sq ft

842 Avenue N SW, Winter Haven, FL 33880

Central ac • Updated kitchen • Backyard deck

NEW 18 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 33844, FL:
* * Beautifully Maintained 4-Bedroom Home with No HOA! * * Welcome to 624 Alberta Ave, a beautifully maintained 4-bedroom, 2-bathroom home offering comfortable living in the heart of Auburndale. With no HOA, this property provides the flexibility and freedom many buyers are looking for, whether you are searching for a primary residence, second home, or investment opportunity. The spacious four-bedroom layout provides plenty of room for family, guests, a home office, or additional living space. The well-maintained condition allows you to move in and enjoy the home while appreciating the convenience of an established residential neighborhood. Enjoy the many recreational opportunities ne

$345,000

34 beds2 baths1,829 sq ft

624 Alberta Ave, Auburndale, FL 33823

Lake ariana • No hoa • 8,668 sq ft lot

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 33844, FL:
Welcome to this beautifully remodeled Winter Haven home with a desirable Lake Shipp view! Thoughtfully updated from top to bottom, this property offers the peace of mind of a new roof, new HVAC system, updated plumbing, and updated electrical—giving you the feel of a brand-new home without the new-construction wait. Inside, enjoy a fresh, modern living space with quality updates and an inviting layout designed for comfortable everyday living and entertaining. The Lake Shipp views add a special touch, creating a relaxing backdrop to your Florida lifestyle. With major systems already updated, this home is an excellent opportunity for buyers looking for a move-in-ready property with subs

$229,900

3 beds1.5 baths1,034 sq ft

827 Avenue O SW, Winter Haven, FL 33880

Updated electrical • Lake shipp view • New roof

ABOUT THIS HOME
Vintage Home for sale in 33844, FL:
PRICED TO SELL QUICKLY! $7,000 SELLER CONTRIBUTION TOWARD BUYER'S CLOSING COSTS OR PREPAIDS AVAILABLE WITH ACCEPTABLE FINANCING! BEAUTIFULLY RENOVATED 4-BEDROOM, 2-BATH HOME WITH A 2024 ROOF, 2021 3-TON NORTEK HVAC AIR HANDLER, AND NO HOA! Welcome to 702 SW Avenue C in Winter Haven. This updated home features a spacious and flexible floor plan with FOUR BEDROOMS, TWO FULL BATHROOMS, A 2024 ROOF, 2021 3-TON NORTEK HVAC AIR HANDLER, and modern finishes throughout. Step inside to a bright, refreshed interior featuring updated flooring, fresh paint, modern lighting, and an inviting living area. The renovated kitchen features LIGHT SHAKER CABINETRY, GRANITE COUNTERTOPS, STAINLESS-STEEL APPLIANC

$289,800

4 beds2 baths1,500 sq ft

702 Avenue C SW, Winter Haven, FL 33880

2024 roof • Updated bathrooms • Updated kitchen

Property at 624 Lake Elizabeth Dr, Winter Haven, FL 33884, 2 beds, 1 bath

$145,000

2 beds1 bath1,209 sq ft

624 Lake Elizabeth Dr, Winter Haven, FL 33884

Property at 950 14th St NE, Winter Haven, FL 33881, 2 beds, 2.5 baths

$249,000

2 beds2.5 baths1,380 sq ft

950 14th St NE, Winter Haven, FL 33881

Property at 709 Chestnut Rd, Auburndale, FL 33823, 3 beds, 2 baths

$274,997

3 beds2 baths1,395 sq ft

709 Chestnut Rd, Auburndale, FL 33823

Property at 620 Oak St, Auburndale, FL 33823, 2 beds, 1 bath

$184,900

2 beds1 bath— sq ft

620 Oak St, Auburndale, FL 33823

(239) 303-1007

Property at 215 S Lake Howard Dr, Winter Haven, FL 33880, 3 beds, 2 baths

$419,000

3 beds2 baths2,099 sq ft

215 S Lake Howard Dr, Winter Haven, FL 33880

Property at 815 Lake Jessie Dr, Winter Haven, FL 33881, 4 beds, 4 baths

$595,000

4 beds4 baths4,128 sq ft

815 Lake Jessie Dr, Winter Haven, FL 33881

Property at 124 Edgewater Dr, Winter Haven, FL 33881, 3 beds, 1 bath

$239,999

3 beds1 bath1,244 sq ft

124 Edgewater Dr, Winter Haven, FL 33881

Property at 2745 Avenue P NW, Winter Haven, FL 33881, 3 beds, 3.5 baths

$200,000

3 beds3.5 baths922 sq ft

2745 Avenue P NW, Winter Haven, FL 33881

Property at 1540 S Lake Shipp Dr, Winter Haven, FL 33880, 2 beds, 1 bath

$215,000

2 beds1 bath1,350 sq ft

1540 S Lake Shipp Dr, Winter Haven, FL 33880

Property at 716 Avenue I NE, Winter Haven, FL 33881, 3 beds, 1.5 baths

$258,500

3 beds1.5 baths1,559 sq ft

716 Avenue I NE, Winter Haven, FL 33881

Property at 1705 Evergreen St, Kissimmee, FL 34746, 2 beds, 2 baths

$180,000

2 beds2 baths520 sq ft

1705 Evergreen St, Kissimmee, FL 34746

Property at Undisclosed address, Winter Haven, FL 33881, 3 beds, 2 baths

$315,000

3 beds2 baths1,220 sq ft

Undisclosed address, Winter Haven, FL 33881

Property at 1210 32nd St NW, Winter Haven, FL 33881, 3 beds, 1 bath

$179,900

3 beds1 bath936 sq ft

1210 32nd St NW, Winter Haven, FL 33881

Property at 5636 Moon Rise Ln, Lake Wales, FL 33898, 2 beds, 2 baths

$245,000

2 beds2 baths1,485 sq ft

5636 Moon Rise Ln, Lake Wales, FL 33898

Based on information submitted to the MLS GRID as of Tue Oct 06 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in 33844

There are currently 15 vintage homes for sale in 33844 at a median listing price of $319K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 33844 stay on the market for 82 days and receive 1 offers. This map is refreshed with the newest listings in 33844 every 15 minutes.

In the past month, 130 homes have been sold in 33844. In addition to houses in 33844, there were also 21 condos, 53 townhouses, and 1 multi-family unit for sale in 33844 last month. Find your dream home in 33844 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 33844 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 33844. If you're looking to sell your home in the 33844 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 33844 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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