Vintage homes for sale & real estate in 33523, FL

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NEW 10 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 33523, FL:
Opportunity on approximately 2.35 wooded acres in River Heights Estates! This property includes an existing 2-bedroom, 1-bath pre-1976 mobile home and is being offered AS-IS. The value here is in the acreage, privacy and possibilities. Mature trees provide a natural setting with plenty of room to enjoy the outdoors. Conveniently located with access to SR 50/Cortez Blvd and I-75. Need more land? This property may be purchased individually or together with the adjoining vacant parcels at 5340 Cyril Dr and 5330 Cyril Dr, offering approximately 5.50 combined acres. Individual and package purchase opportunities are available. Buyer to verify zoning, land use, utilities, property condition, floo

$149,900

2 beds1 bath400 sq ft

5364 Cyril Dr, Dade City, FL 33523

Access to i-75 • Privacy • Access to sr 50

ABOUT THIS HOME
Vintage Home for sale in 33523, FL:
Spacious 3BR/2BA Home with Endless Potential! Discover the perfect blend of space and layout in this 3-bedroom, 2-bathroom home featuring a highly desirable open and split-floor plan. The heart of the home centers around the kitchen with a center island, seamlessly flowing into the living areas—ideal for entertaining. Need extra space? The flexible bonus room is perfect for a dedicated home office, playroom, or hobby space. Step outside to an oversized, fully fenced backyard situated on a large lot, offering plenty of privacy and room to roam. Storage is never an issue thanks to the attached 1-car garage and a massive 10x19 outdoor shed. New water heater 2026. While this home ne

$170,000

3 beds2 baths1,325 sq ft

5032 Flamingo Ln, Dade City, FL 33523

Attached garage • Large lot • Flexible bonus room

ABOUT THIS HOME
Vintage Home for sale in 33523, FL:
A rare investment opportunity in a growing area of Dade City, with shopping, dining, schools, and everyday amenities conveniently nearby! This unique corner property includes three separate parcels—approximately 0.37, 0.74, and 0.26 acres—for a combined total of 1.37 acres. The 0.37-acre parcel already has an additional water meter in place, offering added value and convenience for future development. With current C-2 and R4 zoning and a Res-9 future-land-use designation, the property offers exciting possibilities for residential, multifamily, and/or commercial development. The three parcels may potentially accommodate approximately 12 units, subject to zoning requirements, util

$450,000

2 beds1 bath1,020 sq ft

14927 14th St, Dade City, FL 33523

Well-maintained home • C-2 and r4 zoning • Corner property

ABOUT THIS HOME
Vintage Home for sale in 33523, FL:
3/1 opportunity at 39521 Coit Rd in Dade City. Property is being offered at $90,000 with a projected ARV in the mid-$200Ks, giving investors a substantial spread for renovation and resale. Property needs a full cleanup and renovation, making this a strong fit for a rehabber, flipper, or experienced investor looking for upside. The home has a large footprint, established residential setting, and plenty of room to add value through a quality renovation

$80,000

3 beds1 bath980 sq ft

39521 Coit Rd, Dade City, FL 33523

Quality renovation • Full cleanup • Large footprint

ABOUT THIS HOME
Vintage Home for sale in 33523, FL:
Move in Ready charming turn of the century home with lots of character and history. Located in the old train station town of Trilby, it is close to the Withlacoochee trail for hiking and biking. The cute post office is right down the street. Located minutes off of I-75 , and 5-8 minutes from downtown Dade City, This gem of a find is in the country, but has a great location near Tampa, Ocala, and Orlando, and destinations like the beaches and the theme parks. With 1800 square feet, 3 bedrooms, and two full baths, a newly remodeled kitchen, laundry area, and new CHA mini split system, all on 1/2 Acre of level land, a small workshop and carport/patio pavilion, and dog kennel or chicken coop, t

$325,000

3 beds2 baths1,812 sq ft

37315 Trilby Rd, Dade City, FL 33523

Minutes off i-75 • Small workshop • Dog kennel

Property at 34746 Gardenia Way, Dade City, FL 33523, 3 beds, 3 baths

$300,000

3 beds3 baths1,835 sq ft

34746 Gardenia Way, Dade City, FL 33523

Property at 14320 13th St, Dade City, FL 33523, 2 beds, 2 baths

$399,900

2 beds2 baths1,548 sq ft

14320 13th St, Dade City, FL 33523

Property at 37406 Vista Dr, Dade City, FL 33523, 4 beds, 2 baths

$339,900

4 beds2 baths1,196 sq ft

37406 Vista Dr, Dade City, FL 33523

Property at 14352 Lawrence St, Dade City, FL 33523, 2 beds, 1.5 baths

$215,000

2 beds1.5 baths724 sq ft

14352 Lawrence St, Dade City, FL 33523

Property at 14402 13th St, Dade City, FL 33523, 4 beds, 2 baths

$295,000

4 beds2 baths1,622 sq ft

14402 13th St, Dade City, FL 33523

Property at 37318 Carter Ave, Dade City, FL 33523, 2 beds, 1 bath

$229,900

2 beds1 bath1,000 sq ft

37318 Carter Ave, Dade City, FL 33523

Property at 16736 Powerline Rd, Dade City, FL 33523, 1 bed, 1 bath

$1,250,000

1 bed1 bath1,000 sq ft

16736 Powerline Rd, Dade City, FL 33523

Property at 15229 Myrtle St, Dade City, FL 33523, 2 beds, 1 bath

$209,000

2 beds1 bath1,136 sq ft

15229 Myrtle St, Dade City, FL 33523

Property at 6013 Idle A While Cir, Dade City, FL 33523, 2 beds, 2 baths

$194,900

2 beds2 baths1,068 sq ft

6013 Idle A While Cir, Dade City, FL 33523

Property at 34798 Evergreen Way, Dade City, FL 33523, 3 beds, 1.5 baths

$289,900

3 beds1.5 baths1,330 sq ft

34798 Evergreen Way, Dade City, FL 33523

Property at 34796 Gardenia Way, Dade City, FL 33523, 3 beds, 1 bath

$248,900

3 beds1 bath1,521 sq ft

34796 Gardenia Way, Dade City, FL 33523

Property at 20512 Ramer Rd, Dade City, FL 33523, 2 beds, 1 bath

$145,000

Land4.28 acres (lot)

20512 Ramer Rd, Dade City, FL 33523

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ABOUT THIS HOME
Vintage Home for sale in 33523, FL:
!!! Ready for this one ??? A 5 building compound with a 2 houses sitting on a quiet 7.5 acres just outside of the hustle and bustle of town. This one will take you back in time. - Main house was built in 1946 featuring 3 bedrooms, 1 bath, eat-in kitchen, breeze-way between the house and 1 car garage which can serve as an additional living space with a little creativity or a much needed storage space for any household needs. As you take a couple steps down into the attached 1 car garage, the back door will take you outside to the back lanai which will lead you to a 2 space carport. - South of main house you'll find every man's dream structure. .. 1500 sf totally air-conditioned building that

$799,900

3 beds1 bath1,385 sq ft

380 Moale Rd, Brooksville, FL 34604

Attached garage • 7.5 acres • Eat-in kitchen

ABOUT THIS HOME
Vintage Home for sale in 33523, FL:
INVESTOR SPECIAL / MAJOR REHAB OPPORTUNITY! Bring your vision to this Brooksville property situated on a spacious lot with beautiful mature trees. This property offers significant potential for an investor, contractor, or experienced renovator looking for their next project. The home is in need of extensive renovation and is being sold in its current AS-IS condition. Substantial repairs and improvements are needed throughout. Buyer and buyer's agent are responsible for independently verifying property condition, measurements, permitted use, zoning, and all information deemed important to the purchase.

$99,900

4 beds2 baths1,724 sq ft

822 Live Oak Dr, Brooksville, FL 34601

0.5 acre lot • Built 1958 • Listed 5 days

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in 33523, FL:
A rare opportunity in Brooksville: 11.2± agriculturally zoned acres with two separate residences, each with its own address, newer roof, newer HVAC system, and independent power service. Whether the vision is multigenerational living, an income-producing property, equestrian use, homesteading, or a private family compound, this property offers the infrastructure, land, and flexibility to make it happen. 255 BENES RD The larger residence offers just over 1,300 living square feet with three bedrooms and one bathroom and has been thoughtfully remodeled while retaining the charm and character of the original home. An inviting open front porch sets the tone, while the interior features a

$965,000

4 beds2.5 baths2,971 sq ft

255 Benes Rd, Brooksville, FL 34604

Newer roof • Open front porch • Newer hvac system

ABOUT THIS HOME
Vintage Home for sale in 33523, FL:
Experience the charm of Dade City living in this beautifully maintained 3-bedroom, 3-bath vintage home situated on a spacious . 31-acre lot in one of Dade City’s desirable established neighborhoods. Originally built in the 1950s, this craftsman-style home is filled with timeless character and craftsmanship, including antique heart-of-pine hardwood floors, solid wood kitchen cabinetry, a handcrafted antique fireplace surround, and built-in shelving. These original details blend beautifully with modern updates, including stainless steel appliances, an upgraded backsplash, and tasteful finishes throughout. The flexible floor plan features separate living and family rooms, along with a se

$389,900

3 beds3 baths2,212 sq ft

37935 Coleman Ave, Dade City, FL 33525

Large backyard • Built-in shelving • Upgraded backsplash

ABOUT THIS HOME
Vintage Home for sale in 33523, FL:
Fully renovated and move-in ready in Dade City! This beautifully updated 2-bedroom, 2-bath home combines the character of an established home with a fresh, modern interior. The home has been thoughtfully renovated throughout, creating a clean and inviting space ready for its next owner. Enjoy a functional floor plan, updated finishes, and comfortable living spaces in a convenient Dade City location. Whether you're looking for your first home, downsizing, or adding to your real estate portfolio, this property is ready to go. Seller is motivated and will consider reasonable offers. Schedule your private showing today!

$245,000

2 beds2 baths1,112 sq ft

14022 4th St, Dade City, FL 33525

Fully renovated • Updated finishes • Convenient location

ABOUT THIS HOME
Vintage Home for sale in 33523, FL:
Welcome to this charming historic home located at 14740 Johns Rd in Dade City, FL. Built in 1930, this Single Family home exudes character and timeless appeal. Boasting 3 bedrooms/2 bathrooms and a finished area of 1,200 sq. ft. , this property has a cozy and inviting atmosphere for its residents. Situated on a spacious corner lot spanning 10,454 sq. ft. , this home provides plenty of outdoor space for leisure and entertaining. The lush landscaping adds to the curb appeal and creates a serene ambiance. The lot size has ample room for potential expansion or customization to suit your preferences. Build a vegetable garden or a chicken area. The possibilities are endless! It has a detached g

$235,000

3 beds2 baths1,200 sq ft

14740 Johns Rd, Dade City, FL 33525

Spacious corner lot • Lush landscaping • Historic home

Property at 37715 Dixie Ave, Dade City, FL 33525, 3 beds, 2 baths

$359,000

3 beds2 baths1,522 sq ft

37715 Dixie Ave, Dade City, FL 33525

Property at 36913 Center Ave, Dade City, FL 33525, 3 beds, 2 baths

$360,000

3 beds2 baths1,752 sq ft

36913 Center Ave, Dade City, FL 33525

Property at 40832 River Rd, Dade City, FL 33525, 4 beds, 2 baths

$399,000

4 beds2 baths1,824 sq ft

40832 River Rd, Dade City, FL 33525

Property at 13725 10th St, Dade City, FL 33525, 3 beds, 1 bath

$285,000

3 beds1 bath1,452 sq ft

13725 10th St, Dade City, FL 33525

Property at 117 S Brooksville Ave, Brooksville, FL 34601, 4 beds, 2 baths

$330,000

4 beds2 baths2,758 sq ft

117 S Brooksville Ave, Brooksville, FL 34601

Property at 1019 S Mildred Ave, Brooksville, FL 34601, 3 beds, 2.5 baths

$485,000

3 beds2.5 baths2,707 sq ft

1019 S Mildred Ave, Brooksville, FL 34601

Property at 16119 Wilson Blvd, Brooksville, FL 34604, 3 beds, 2 baths

$325,000

3 beds2 baths1,776 sq ft

16119 Wilson Blvd, Brooksville, FL 34604

Property at 14347 Delmar St, Dade City, FL 33525, 3 beds, 2 baths

$229,000

3 beds2 baths1,196 sq ft

14347 Delmar St, Dade City, FL 33525

Property at 37010 Church Ave, Dade City, FL 33525, 3 beds, 2 baths

$329,500

3 beds2 baths1,646 sq ft

37010 Church Ave, Dade City, FL 33525

Property at 14341 Delmar St, Dade City, FL 33525, 3 beds, 1 bath

$206,000

3 beds1 bath1,152 sq ft

14341 Delmar St, Dade City, FL 33525

Property at 19222 Fort Dade Ave, Brooksville, FL 34601, 7 beds, 3 baths

$299,400

7 beds3 baths1,762 sq ft

19222 Fort Dade Ave, Brooksville, FL 34601

Property at 36520-36522-36526 County Road 52, Dade City, FL 33525, 3 beds, 2 baths

$2,500,000

3 beds2 baths2,654 sq ft

36520-36522-36526 County Road 52, Dade City, FL 33525

Property at 29373 Cortez Blvd, Brooksville, FL 34602, 2 beds, 1 bath

$999,999

Land9.74 acres (lot)

29373 Cortez Blvd, Brooksville, FL 34602

Property at 37214 Hester Rd, Dade City, FL 33525, 2 beds, 2 baths

$420,000

Land10.00 acres (lot)

37214 Hester Rd, Dade City, FL 33525

Based on information submitted to the MLS GRID as of Wed Sep 23 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 33523

There are currently 17 vintage homes for sale in 33523 at a median listing price of $321K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 33523 stay on the market for 81 days and receive 1 offers. This map is refreshed with the newest listings in 33523 every 15 minutes.

In the past month, 15 homes have been sold in 33523. In addition to houses in 33523, there were also 0 condos, 4 townhouses, and 1 multi-family unit for sale in 33523 last month. Find your dream home in 33523 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 33523 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 33523. If you're looking to sell your home in the 33523 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 33523 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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