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The Winston

Prospect Hill

301 Winchester Avenue, New Haven, CT 06511

Studio – 3 bed
Pets allowed

The Winston

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Property location

301 Winchester Avenue, New Haven, CT 06511

Pricing and availability

Last updated 19 minutes ago

1 Bed-1 Bath-A1
- 1 bed
- ·
  1 bath
- ·
  725 sqft
$2,565+

48

Starting at

Units new units
- Unit 260
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,590+ mo
- Unit 264
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,590+ mo
1 Bed-1 Bath-A2
- 1 bed
- ·
  1 bath
- ·
  725 sqft
$2,590+

4

Starting at

Units new units
- Unit 565
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,630+ mo
- Unit 365
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,590+ mo
1 Bed-1 Bath-A3
- 1 bed
- ·
  1 bath
- ·
  715 sqft
$2,560+

4

Starting at

Units new units
- Unit 555
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,600+ mo
- Unit 355
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,560+ mo
1 Bed-1 Bath-A4
- 1 bed
- ·
  1 bath
- ·
  825 sqft
$2,690+

5

Starting at

Units new units
- Unit 302
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,690+ mo
- Unit 402
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,690+ mo
2 Bed-2 Bath-B1
- 2 bed
- ·
  2 bath
- ·
  1080 sqft
$3,385+

27

Starting at

Units new units
- Unit 344
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $3,485+ mo
- Unit 210
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $3,385+ mo
2 Bed-2 Bath-B2
- 2 bed
- ·
  2 bath
- ·
  1035 sqft
$3,340+

4

Starting at

Units new units
- Unit 247
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $3,340+ mo
- Unit 547
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $3,380+ mo
2 Bed-2 Bath-B3
- 2 bed
- ·
  2 bath
- ·
  1070 sqft
$3,420+

4

Starting at

Units new units
- Unit 129
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $3,420+ mo
- Unit 329
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $3,470+ mo
3 Bed-2 Bath-C1
- 3 bed
- ·
  2 bath
- ·
  1360 sqft
$4,545+

8

Starting at

Units new units
- Unit 401
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $4,570+ mo
- Unit 248
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $4,545+ mo
1 Bed-1 Bath Den-A5
- 1 bed
- ·
  1 bath
- ·
  850 sqft
$2,780+

5

Starting at

Units new units
- Unit 327
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,780+ mo
- Unit 527
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,820+ mo
1 Bed-1 Bath Den-A6
- 1 bed
- ·
  1 bath
- ·
  915 sqft
$2,800+

4

Starting at

Units new units
- Unit 445
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,800+ mo
- Unit 245
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,850+ mo
3 Bed-2 Bath-C2
- 3 bed
- ·
  2 bath
- ·
  1330 sqft
$4,500+

1

Starting at

Unit new units
- Unit 556
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $4,500+ mo
3 Bed-2 Bath-C3
- 3 bed
- ·
  2 bath
- ·
  1375 sqft
$4,560+

1

Starting at

Unit new units
- Unit 101
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $4,560+ mo
3 Bed-2 Bath-C4
- 3 bed
- ·
  2 bath
- ·
  1420 sqft
$4,610+

1

Starting at

Unit new units
- Unit 309
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $4,610+ mo
Studio-S1
- Studio
- ·
  1 bath
- ·
  490 sqft
$2,080+

35

Starting at

Units new units
- Unit 340
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,130+ mo
- Unit 433
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,130+ mo
Studio-S10
- Studio
- ·
  1 bath
- ·
  640 sqft
$2,470+

4

Starting at

Units new units
- Unit 557
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,510+ mo
- Unit 357
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,470+ mo
Studio-S11
- Studio
- ·
  1 bath
- ·
  660 sqft
$2,570+

1

Starting at

Unit new units
- Unit 238
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,570+ mo
Studio-S6
- Studio
- ·
  1 bath
- ·
  550 sqft
$2,180+

5

Starting at

Units new units
- Unit 113
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,180+ mo
- Unit 416
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,180+ mo
Studio-S2
- Studio
- ·
  1 bath
- ·
  420 sqft
$2,005+

3

Starting at

Units new units
- Unit 258
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,005+ mo
- Unit 458
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,005+ mo
Studio-S3
- Studio
- ·
  1 bath
- ·
  425 sqft
$2,015+

4

Starting at

Units new units
- Unit 541
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,055+ mo
- Unit 241
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,015+ mo
Studio-S4
- Studio
- ·
  1 bath
- ·
  510 sqft
$2,145+

3

Starting at

Units new units
- Unit 226
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,145+ mo
- Unit 426
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,145+ mo
Studio-S5
- Studio
- ·
  1 bath
- ·
  490 sqft
$2,105+

4

Starting at

Units new units
- Unit 331
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,105+ mo
- Unit 431
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,105+ mo
Studio-S7
- Studio
- ·
  1 bath
- ·
  510 sqft
$2,120+

4

Starting at

Units new units
- Unit 353
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,120+ mo
- Unit 453
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,120+ mo
Studio-S8
- Studio
- ·
  1 bath
- ·
  535 sqft
$2,295+

41

Starting at

Units new units
- Unit 319
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,395+ mo
- Unit 334
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,395+ mo
Studio-S9
- Studio
- ·
  1 bath
- ·
  600 sqft
$2,390+

4

Starting at

Units new units
- Unit 354
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,390+ mo
- Unit 254
  
  Avail 1/2/2026
  
  12 months lease
  
  Base rent
  
  $2,390+ mo

Amenities

In unit laundry
Dishwasher
Pet friendly
Stainless steel
Gym
Pool

Property details

The Winston offers a lifestyle thatâs equal parts refined and welcoming. Spacious studio to three-bedroom residences blend elevated design with everyday comfortâfeaturing open layouts, warm finishes, and thoughtful details that make it easy to settle in and make it your own. Beyond your front door, curated amenities awaitâfrom cozy corners and rooftop views to vibrant community spaces perfect for morning coffee, remote work, or casual gatherings. And with New Havenâs energy just outside, youâre steps from cafs, culture, and the charm of Yaleâinviting you to explore, linger, and love where you live. Now leasing.The price shown reflects Base Rent only. Residents are responsible for additional required fees, including but not limited to an application fee, security deposit, community amenity fee, and utility charges. These fees are assessed per applicant or per unit as applicable and may vary based on usage or lease terms. Please consult a leasing agent for a comprehensive list of all required, optional, and situational fees.

Pets allowed

Yes

Income requirement

Must have 3x the rent in total household income (before taxes)

Contact the property

(203) 902-0495

The Winston

Prospect Hill 301 Winchester Avenue, New Haven, CT 06511

Property location

Pricing and availability

Unit 260

Unit 264

Unit 312

Unit 330

Unit 359

Unit 363

Unit 406

Unit 450

Unit 452

Unit 559

Unit 414

Unit 104

Unit 213

Unit 112

Unit 212

Unit 206

Unit 307

Unit 512

Unit 442

Unit 250

Unit 350

Unit 407

Unit 460

Unit 463

Unit 214

Unit 251

Unit 263

Unit 314

Unit 351

Unit 464

Unit 542

Unit 550

Unit 551

Unit 552

Unit 451

Unit 313

Unit 564

Unit 507

Unit 364

Unit 506

Unit 413

Unit 114

Unit 259

Unit 306

Unit 352

Unit 207

Unit 459

Unit 560

Unit 565

Unit 365

Unit 555

Unit 355

Unit 302

Unit 402

Unit 344

Unit 210

Unit 247

Unit 547

Unit 129

Unit 329

Unit 401

Unit 248

Unit 327

Unit 527

Unit 445

Unit 245

Unit 556

Unit 101

Unit 309

Unit 340

Unit 433

Unit 557

Unit 357

Unit 238

Unit 113

Unit 416

Prospect Hill

301 Winchester Avenue, New Haven, CT 06511